3,4,5-Trimethoxybenzaldehyde (3,4,5-TMBA) by Asch

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99.6%

With tert.-butylhydroperoxide; V/SiO2 in decane; tertbutyl alcohol

T=25°C; 5 h;

Rout, Laxmidhar; Nath, Pinku; Punniyamurthy, Tharmalingam

Advanced Synthesis and Catalysis, 2007 , vol. 349, # 6 p. 846 - 848 Title/Abstract Full Text View citing articles Show Details

99%

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen in aq. phosphate buffer; acetonitrile

T=20°C; pH=6; 24 h; Enzymatic reaction;

Rouhani, Shamila; Rostami, Amin; Salimi, Abdollah

RSC Advances, 2016 , vol. 6, # 32 p. 26709 - 26718 Title/Abstract Full Text View citing articles Show Details

98%

With Grieco-Dess-Martin periodinane in acetonitrile

Oxidation; 0.333333 h;

Parlow, John J.; Case, Brenda L.; South, Michael S.

Tetrahedron, 1999 , vol. 55, # 22 p. 6785 - 6796 Title/Abstract Full Text View citing articles Show Details

97%

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; 2,2'-[1,2ethanediylbis(iminomethanediyl)]diphenol copper(2+) salt; oxygen in toluene

Velusamy, Subbarayan; Srinivasan, Arumugam; Punniyamurthy

Tetrahedron Letters, 2006 , vol. 47, # 6 p. 923 - 926 Title/Abstract Full Text View citing articles Show Details

T=100°C; 13 h; atmospheric pressure;

97%

With oxygen; polyaniline supported VO(acac)2 in toluene

T=100°C; 9 h;

Reddy, Sabbasani Rajasekhara; Das, Subhabrata; Punniyamurthy

Tetrahedron Letters, 2004 , vol. 45, # 18 p. 3561 - 3564 Title/Abstract Full Text View citing articles Show Details

97%

With hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide in water; methyl cyclohexane

T=50°C; 2 h; Ionic liquidGreen chemistry;

Hu, Yu-Lin; Lu, Ming; Ge, Xiu-Tao

Journal of the Iranian Chemical Society, 2013 , vol. 10, # 3 p. 453 - 460 Title/Abstract Full Text View citing articles Show Details

96%

With poly[vinyl(pyridinium fluorochromate)] in cyclohexane

T=80°C; 5 h;

Srinivasan; Balasubramanian

Synthetic Communications, 2000 , vol. 30, # 24 p. 4397 - 4404 Title/Abstract Full Text View citing articles Show Details

96%

With Dess-Martin periodane; 1-butyl-3methylimidazolium Tetrafluoroborate

T=20°C; Dess-Martin oxidation; 3 h;

Yadav; Reddy; Basak; Venkat Narsaiah

Tetrahedron, 2004 , vol. 60, # 9 p. 2131 - 2135 Title/Abstract Full Text View citing articles Show Details

96%

With oxygen; potassium carbonate in toluene

T=100°C; 4 h;

Zhang, Guofu; Wang, Yong; Wen, Xin; Ding, Chengrong; Li, Ying

Chemical Communications, 2012 , vol. 48, # 24 p. 2979 - 2981 Title/Abstract Full Text View citing articles Show Details

95%

With iodine; oxygen in acetonitrile

T=20°C; 2 h; Irradiation;

Farhadi, Saeid; Zabardasti, Abedien; Babazadeh, Zaynab

Tetrahedron Letters, 2006 , vol. 47, # 50 p. 8953 - 8957 Title/Abstract Full Text View citing articles Show Details

95%

With ammonium nitrate; hydrogenchloride; 2,2,6,6Tetramethyl-1-piperidinyloxy free radical; oxygen in water; acetonitrile

T=60°C; Green chemistry;

Prebil, Rok; Stavber, Gaj; Stavber, Stojan

European Journal of Organic Chemistry, 2014 , vol. 2014, # 2 p. 395 - 402 Title/Abstract Full Text View citing articles Show Details

94%

With Dess-Martin periodane in dichloromethane

T=25°C; 0.3 h;

Dess, D. B.; Martin, J. C.

Journal of Organic Chemistry, 1983 , vol. 48, # 22 p. 4155 - 4156 Title/Abstract Full Text View citing articles Show Details

94%

With tert.-butylhydroperoxide; polystyrene-bound phenylselenic acid in tetrachloromethane

22 h; Heating;

Taylor, Richard T.; Flood, Lawrence A.

Journal of Organic Chemistry, 1983 , vol. 48, # 26 p. 5160 - 5164 Title/Abstract Full Text View citing articles Show Details

94%

With oxygen; potassium carbonate; vanadia in toluene

T=100°C; 24 h;

Velusamy, Subbarayan; Punniyamurthy

Organic Letters, 2004 , vol. 6, # 2 p. 217 - 219 Title/Abstract Full Text View citing articles Show Details

94%

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical in tert-butyl alcohol

T=25°C; pH=11.5; aq. sodium carbonate/bicarbonate bufferElectrolysis;

Hill-Cousins, Joseph T.; Kuleshova, Jekaterina; Green, Robert A.; Birkin, Peter R.; Pletcher, Derek; Underwood, Toby J.; Leach, Stuart G.; Brown, Richard C. D.

ChemSusChem, 2012 , vol. 5, # 2 p. 326 - 331 Title/Abstract Full Text View citing articles Show Details

94%

With oxygen; caesium carbonate in water

0.5 h; Reflux; Hide Experimental Procedure

Albadi, Jalal; Alihoseinzadeh, Amir; Razeghi, Abdolhosein

Catalysis Communications, 2014 , vol. 49, p. 1 - 5 Title/Abstract Full Text View citing articles Show Details

General procedure

General procedure: All reactions were performed in a glass flask slurry reactor connected to an O2 tube for atmosphere control and a condenser for reflux condition. A mixture of alcohol (1mmol), Cs2CO3 (0.5mmol) and 2Au/1CuO–ZnO (0.05g) in water was stirred under oxygen atmosphere in a slurry reactor at total reflux condition. Then the catalyst was recovered by filtration, washed two times with 5ml hot EtOAc, and dried for consecutive reaction runs. The filtrate was quenched with 2M HCl aqueous solution, extracted with EtOAc three times and dried over anhydrous MgSO4. Evaporation of the solvent followed by column chromatography on silica gel afforded the pure products (Table3). 93%

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper diacetate in water; acetonitrile

T=20°C; 2 h; Green chemistry;

Jiang, Jian-An; Du, Jia-Lei; Wang, Zhan-Guo; Zhang, Zhong-Nan; Xu, Xi; Zheng, Gan-Lin; Ji, Ya-Fei

Tetrahedron Letters, 2014 , vol. 55, # 10 p. 1677 - 1681 Title/Abstract Full Text View citing articles Show Details

Hide Experimental Procedure

General procedure: A mixture of alcohol (5.0 mmol), Cu(OAc)2 (9.1 mg, 0.05 mmol), and TEMPO (7.8 mg, 0.05 mmol) in CH3CN/H2O (5/10 mL) was stirred at room temperature for specified time. After completion of the reaction (monitored by TLC, eluents: petroleum ether/ethyl acetate = 4/1), dichloromethane (10 mL) was added to the resulting mixture. The dichloromethane phase was separated, and the aqueous phase was further extracted with dichloromethane (10 mL × 2). The combined organic layers were dried over anhydrous sodium sulfate and concentrated to give a residue, which was purified by column chromatography (eluents: petroleum ether/ethyl acetate = 10/1) to provide the desired product. 92%

With oxygen; 2,3-dicyano-5,6-dichloro-pbenzoquinone; sodium nitrite in dichloromethane; acetic acid

T=20°C; 6 h;

Wang, Lianyue; Li, Jun; Yang, Hua; Lv, Ying; Gao, Shuang

Journal of Organic Chemistry, 2012 , vol. 77, # 1 p. 790 - 794 Title/Abstract Full Text View citing articles Show Details

92%

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; iron(III) trifluoromethanesulfonate; oxygen; 2amino-2-methylpropionic acid in 5,5-dimethyl-1,3cyclohexadiene

1 h; RefluxGreen chemistry; Hide Experimental Procedure

Zhejiang University; Zhang, Guofu; Li, Shasha; Ding, Chengrong; Zhang, Guihua; Xie, Xiaoqiang; Lei, Jie

Patent: CN105294413 A, 2016 ; Location in patent: Paragraph 0038; 0039; 0040; 0047; 0048; 0049; 0050 ; Title/Abstract Full Text Show Details

3:Example 3

Equipped with a magnetic stirrer in round bottom flask methyl benzyl alcohol (12. 22g, 100. Ommol, namely formula The R1 is 4-methyl, R2 is hydrogen, X is carbon, η is 1, m is 0), ferric chloride (0. 81g, 5mmol), L- isoleucineAcid (1.31g, 10mmol), TEMP0 (1.56g, 10mmol), toluene 300. OmL was added , then the reaction with oxygen in the air bottleReplacement, stirred and reflux for 6h. After completion of reaction, the reaction mixture was cooled to room temperature, filtered, the filtrate evaporated to give the crude product,The resultant crude product was purified by column chromatography, with n-hexane: Elution: (10 1 volume ratio) mixed liquid of ethyl acetate containing the desired collectionLabeled compound of the eluent, evaporation of the solvent and dried to give the product p-tolualdehyde 10. 93g, 91percent yield.3,(12.22g, 100 . 0mmol 4, 5-methoxybenzyl alcohol was used as Reactant , i.e. formula (I) in the R1to 3, 4, 5-trimethoxy, R2is hydrogen, X is carbon, n is 1, m is 0), experimental method was same as example 1, except, Trifluoromethanesulfonate Iron (25. 15g, 50mmol), 2- methyl-alanine (5. 16g, 50mmol), ΤΕΜΡ0 (4 69g,30mmol), xylene 300. OmL, after the reaction with oxygen bottle air displacement stirred at reflux for lh. The final product was obtained18.058, yield 92percent. 91%

With 1-methyl-1H-imidazole; [2,2]bipyridinyl; 2,2,6,6tetramethyl-piperidine-N-oxyl; TPGS–750–M; copper(I) bromide in water

T=20°C; 9 h;

Lipshutz; Hageman; Fennewald; Linstadt; Slack; Voigtritter

Chemical Communications, 2014 , vol. 50, # 77 p. 11378 - 11381 Title/Abstract Full Text View citing articles Show Details

90%

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium carbonate; N-Phenylglycine; copper(ll) bromide in water

1 h; RefluxSchlenk technique; Hide Experimental Procedure

Zhang, Guofu; Lei, Jie; Han, Xingwang; Luan, Yuxin; Ding, Chengrong; Shan, Shang

Synlett, 2015 , vol. 26, # 6 p. 779 - 784 Title/Abstract Full Text View citing articles Show Details

General Procedures for the Copper-Catalyzed Primary BenzylicAlcohol Oxidation under Air in Water (p-MethylbenzylAlcohol)

General procedure: A mixture of p-methylbenzyl alcohol (1.0 mmol), N-phenylglycine(0.0076 g, 0.05 mmol), CuBr2 (0.0112 g, 0.05 mmol),Na2CO3 (0.1060 g, 1.0 mmol), TEMPO (0.0078 g, 0.05 mmol),H2O (3.0 mL) were added to a 100 mL Schlenk tube, which wasvigorously stirred in air under reflux for 0.5 h. After the reaction,the product was extracted with CH2Cl2 (3 × 2.0 mL). Thecombined organic phase was washed with H2O (3.0 mL) anddried over anhydrous MgSO4. After concentration undervacuum, the residue was purified by column chromatography toafford p-methylbenzaldehyde.Isolated yield: 0.1080 g (90percent). 90%

With copper(l) iodide; TEMPOL; N,N'-dimethyl-N,N'bis(2-pyridylmethyl)ethane-1,2-diamine in acetonitrile

T=20°C; 2 h; Inert atmosphere; Hide Experimental Procedure

Zhang, Shufang; Miao, Chengxia; Xu, Daqian; Sun, Wei; Xia, Chungu

Chinese Journal of Catalysis, 2014 , vol. 35, # 11 p. 1864 - 1873 Title/Abstract Full Text Show Details

2.3. Typical procedure for oxidation of alcohols

General procedure: The copper salt and the ligand (each 0.025 mmol) were added to CH3CN (1 mL) in an Ar atmosphere and stirred for 30min. Then 4 OH TEMPO (0.025 mmol) and substrate (0.5mmol) were added successively, and the mixture was stirred at room temperature. The reaction progress was checked using thin layer chromatography. The reaction conversion and yield were obtained from GC measurements using nitrobenzene or nonane as an internal standard, or by column chromatography. 89%

With oxygen; polyaniline-supported MoO2(acac)2 in toluene

T=100°C; 10 h;

Velusamy, Subbarayan; Ahamed, Muneer; Punniyamurthy

Organic Letters, 2004 , vol. 6, # 26 p. 4821 - 4824 Title/Abstract Full Text View citing articles Show Details

86%

With 4-(N,N-dimethylamino)pyridinium chlorochromate in dichloromethane

14 h;

Guziec, Frank S.; Luzzio, Frederick A.

Journal of Organic Chemistry, 1982 , vol. 47, # 9 p. 1787 - 1789 Title/Abstract Full Text View citing articles Show Details

86%

With isoquinolinium fluorochromate in dichloromethane

4 h; Heating;

Srinivasan; Stanley, Preethi; Balasubramanian

Synthetic Communications, 1997 , vol. 27, # 12 p. 2057 - 2064 Title/Abstract Full Text View citing articles Show Details

86%

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione in 1-methyl-pyrrolidin-2-one T=20°C; 2 h;

Ozanne, Aurelie; Pouysegu, Laurent; Depernet, Dominique; Francois, Bruno; Quideau, Stephane

Organic Letters, 2003 , vol. 5, # 16 p. 2903 - 2906 Title/Abstract Full Text View citing articles Show Details

86%

With pyridinium chlorochromate in dichloromethane

T=20°C; 1 h;

Prakasham; Saxena; Luqman, Suaib; Chanda, Debabrata; Kaur, Tandeep; Gupta, Atul; Yadav; Chanotiya; Shanker, Karuna; Khan; Negi, Arvind S.

Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 9 p. 3049 - 3057 Title/Abstract Full Text View citing articles Show Details

85%

With pyridinium chlorochromate in dichloromethane

T=20°C;

Zou, Hong Bin; Dong, Sheng Yi; Zhou, Chang Xin; Hu, Li Hong; Wu, Yi Hang; Li, Hai Bo; Gong, Jing Xu; Sun, Lian Li; Wu, Xiu Mei; Bai, Hua; Fan, Bo Tao; Hao, Xiao Jiang; Stoeckigt, Joachim; Zhao, Yu

Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 6 p. 2060 - 2071 Title/Abstract Full Text View citing articles Show Details

84%

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 1,1'-binaphthalene-2,2'diamine; oxygen; copper(II) bis(trifluoromethanesulfonate) in nitromethane

T=20°C; 17 h;

Alamsetti, Santosh Kumar; Mannam, Sreedevi; Mutupandi, Pandi; Sekar, Govindasamy

Chemistry - A European Journal, 2009 , vol. 15, # 5 p. 1086 - 1090 Title/Abstract Full Text View citing articles Show Details

83%

With IQDC in dichloromethane

Oxidation; 6 h; Heating;

Srinivasan; Akila; Caroline; Balasubramanian

Synthetic Communications, 1998 , vol. 28, # 12 p. 2245 - 2251 Title/Abstract Full Text View citing articles Show Details

82%

With 5-chloro-1-indanone; potassium carbonate in nitrobenzene

T=160°C; 15 h; Inert atmosphereGreen chemistry;

Wang, Hu; Zhang, Jin; Cui, Yu-Ming; Yang, Ke-Fang; Zheng, Zhan-Jiang; Xu, Li-Wen

RSC Advances, 2014 , vol. 4, # 65 p. 34681 - 34686 Title/Abstract Full Text View citing articles Show Details

80%

With methyl 3,5-bis((1H-1,2,4-triazol-1yl)methyl)benzoate; oxygen; sodium acetate; nickel dibromide

T=120°C; P=760.051 Torr; 96 h;

Urgoitia; Sanmartin; Herrero; Domínguez

Chemical Communications, 2015 , vol. 51, # 23 p. 4799 - 4802 Title/Abstract Full Text View citing articles Show Details

79%

With pyridinium chlorochromate in dichloromethane

T=20°C;

Singh, Aastha; Fatima, Kaneez; Srivastava, Ankita; Khwaja, Sadiya; Priya, Dev; Singh, Arjun; Mahajan, Girish; Alam, Sarfaraz; Saxena, Ajit K.; Mondhe; Luqman, Suaib; Chanda, Debabrata; Khan, Feroz; Negi, Arvind S.

Chemical Biology and Drug Design, 2016 , p. 625 - 634 Title/Abstract Full Text Show Details

77%

With dipyridinium dichromate in dichloromethane

T=20°C; 5 h; Hide Experimental Procedure

Endo, Hitoshi; Nikaido, Yuri; Nakadate, Mamiko; Ise, Satomi; Konno, Hiroyuki

Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 24 p. 5621 - 5626 Title/Abstract Full Text View citing articles Show Details

To a solution of 1-(3,4,5-trimethoxyphenyl)methanol (1.16 g, 5.85 mmol) in CH2Cl2 was added PDC (3.30 g, 8.77 mmol) at room temperature. After the stirred for 5h, the mixture was filtrated on Celite pad. The solution was dried over MgSO4 and evaporated in vacuo. The residue was purified by column chromatography on silica gel (hexane/AcOEt, 6:1) to give 3,4,5-trimethoxybenzaldehyde (0.878 g, 77percent) as a white powder. 1H NMR (400 MHz, CDCl3): 3.94 (s, 9H), 7.13 (s, 2H), 9.87 (s,1H). 76%

With 4-hydroxy-TEMPO benzoate; sodium acetate; tetra-N-butylammonium tribromide in dichloromethane

T=20°C; 2 h; Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;

Inokuchi, Tsutomu; Matsumoto, Sigeaki; Fukushima, Mitsuhiro; Torii, Sigeru

Bulletin of the Chemical Society of Japan, 1991 , vol. 64, # 3 p. 796 - 800 Title/Abstract Full Text Show Details

75%

With manganese(II) triflate; adamantanecarboxylic acid; C32H38N4O2; dihydrogen peroxide in water; acetonitrile

T=0°C; 2 h; chemoselective reaction;

Dai, Wen; Lv, Ying; Wang, Lianyue; Shang, Sensen; Chen, Bo; Li, Guosong; Gao, Shuang

Chemical Communications, 2015 , vol. 51, # 56 p. 11268 - 11271 Title/Abstract Full Text View citing articles Show Details

68%

With BPCC in dichloromethane

3.5 h;

Guziec, Frank S.; Luzzio, Frederick A.

Synthesis, 1980 , # 9 p. 691 - 694 Title/Abstract Full Text Show Details

With potassium dichromate; sulfuric acid

Heffter; Capellmann

Chemische Berichte, 1905 , vol. 38, p. 3636 Full Text Show Details

With pyridinium chlorochromate in dichloromethane

3 h;

Shaw; Srivastava; Jha

Journal of the Indian Chemical Society, 1990 , vol. 67, # 2 p. 144 - 147 Title/Abstract Full Text View citing articles Show Details

5.74 g

With dipyridinium dichromate in dichloromethane

7.5 h; Ambient temperature;

Ishii; Ishikawa; Deushi; et al.

Chemical and Pharmaceutical Bulletin, 1983 , vol. 31, # 9 p. 3024 - 3038 Title/Abstract Full Text View citing articles Show Details

With Dess-Martin periodane in dichloromethane

1 h; Ambient temperature;

Ogawa, Akiya; Curran, Dennis P.

Journal of Organic Chemistry, 1997 , vol. 62, # 3 p. 450 - 451 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; ligninase

Ambient temperaturepH 3.0; Product distribution;

Ageorges, Agnes; Pelter, Andrew; Ward, Robert S.

Phytochemistry (Elsevier), 1991 , vol. 30, # 1 p. 121 - 126 Title/Abstract Full Text View citing articles Show Details

With cerium (IV) sulfate; AzBTS2- in sulfuric acid; acetonitrile

T=25°C; KineticsThermodynamic data; Further Variations:ReagentsSolvents;

Branchi, Barbara; Galli, Carlo; Gentili, Patrizia

Organic and Biomolecular Chemistry, 2005 , vol. 3, # 14 p. 2604 - 2614 Title/Abstract Full Text View citing articles Show Details

With 2,2,6,6-tetramethyl-piperidine-Noxyl; phen; oxygen; copper(II) sulfate in sodium hydroxide

T=100°C; P=7500.75 Torr; pH=12.6; 5 h; Product distribution;

Figiel, Pawel J.; Leskelae, Markku; Repo, Timo

Advanced Synthesis and Catalysis, 2007 , vol. 349, # 7 p. 1173 - 1179 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: 83 percent / p-toluenesulfonic acid / benzene / 1 h / Heating 2: cerium(IV) ammonium nitrate / acetonitrile View Scheme

Lai, Sheng; Lee, Donald G.

Tetrahedron, 2002 , vol. 58, # 49 p. 9879 - 9887 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: 83 percent / p-toluenesulfonic acid / benzene / 1 h / Heating 2: cerium(IV) ammonium nitrate / acetonitrile; acetic acid View Scheme

Lai, Sheng; Lee, Donald G.

Tetrahedron, 2002 , vol. 58, # 49 p. 9879 - 9887 Title/Abstract Full Text View citing articles Show Details

With manganese dioxide in chloroform

Sigma-Tau Industrie Farmaceutiche Riunite S.p.A.

Patent: US4239702 A1, 1980 ;

Hide Experimental Procedure

Title/Abstract Full Text Show Details

IV:3,4,5-trimethoxybenzaldehyde (from 3,4,5-trimethoxybenzyl alcohol)

The MnO2 is suspended in ml 450 of CHCl3. To this suspension 39.6 g (0.2 moles) of 3,4,5-trimethoxy benzyl alcohol are directly added and the mixture is stirred during 8 hours at 25° C. The solid is filtered and discarded whereas the organic solution is concentrated in a vacuum to dryness. 37.7 g of a semi solid product having the same characteristics of the one described in example III are obtained.

With (TSPP)Rh(III)(H2O)2; oxygen; sodium hydroxide in water

T=80°C; P=760.051 Torr;

Liu, Lianghui; Yu, Mengmeng; Wayland, Bradford B.; Fu, Xuefeng

Chemical Communications, 2010 , vol. 46, # 34 p. 6353 - 6355 Title/Abstract Full Text View citing articles Show Details

With copper(ll) sulfate pentahydrate; 2,2,6,6Tetramethyl-1-piperidinyloxy free radical; (4fluorophenyl)(1H-pyrrol-2ylmethylene)amine; dihydrogen peroxide; potassium carbonate in water

T=60°C; 1 h;

Ahmad, Jahir Uddin; Raeisaenen, Minna T.; Leskelae, Markku; Repo, Timo

Applied Catalysis A: General, 2012 , vol. 411-412, p. 180 - 187 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: CuO*Fe3O4; sodium hydroxide / toluene / 96 h / 100 °C / |Inert atmosphere 2: hydrogenchloride; water / toluene; diethyl ether / 2 h / 20 °C / |Inert atmosphere View Scheme

Perez, Juana M.; Cano, Rafael; Yus, Miguel; Ramon, Diego J.

European Journal of Organic Chemistry, 2012 , # 24 p. 4548 - 4554 Title/Abstract Full Text View citing articles Show Details

190 mg

With dipyridine chromium trioxide in dichloromethane 10 h; Reagent/catalystTemperatureTimeConcentration; Hide Experimental Procedure

Title/Abstract Full Text Show Details

1.3:Step 3: Preparation of 3,4,5-trimethoxybenzaldehyde (Formula 5)

Step 3: Preparation of 3,4,5-trimethoxybenzaldehyde (Formula 5)[0062]The compound of formula 4 (340 mg) was taken in dichloromethane (20 mL). To this stirred solution dipyridine-chromium trioxide complex (500 mg) was added and further stirred for 10 hours. On completion the reaction mixture was poured into water and extracted with ethyl acetate. Organic layer was washed with water, dried over anhydrous sodium sulphate and evaporated to dryness. The residue thus obtained was purified through silica gel column and eluted with hexane-ethyl acetate to get the desired compound of formula 5 (190 mg).

With 2,3-dicyano-5,6-dichloro-p-benzoquinone in 1,4dioxane

Council of Scientific and Industrial Research; Negi, Arvind Singh; Prakasham, Ayyampudur Palanisamy; Saxena, Ajit Kumar; Luqman, Suaib; Chanda, Debabrata; Kaur, Tandeep; Gupta, Atul

Patent: US2013/79396 A1, 2013 ; Location in patent: Paragraph 0058; 0062 ;

Ishi-I, Tsutomu; Sakai, Miki; Shinoda, Chihiro

Tetrahedron, 2013 , vol. 69, # 45 p. 9475 - 9480 Title/Abstract Full Text View citing articles Show Details

With Ru(II)p-Ru(II)c-OH2

pH=6.8; 8 h; Inert atmosphereUV-irradiation;

Chao, Duobin; Fu, Wen-Fu

Dalton Transactions, 2014 , vol. 43, # 1 p. 306 - 310 Title/Abstract Full Text View citing articles Show Details

With Au/CeO2; oxygen; caesium carbonate in chlorobenzene

T=90°C; P=760.051 Torr; 4 h;

Wang, Min; Wang, Feng; Ma, Jiping; Li, Mingrun; Zhang, Zhe; Wang, Yehong; Zhang, Xiaochen; Xu, Jie

Chemical Communications, 2014 , vol. 50, # 3 p. 292 - 294 Title/Abstract Full Text View citing articles Show Details

> 99 %Chromat.

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; Ir(4,4'-di-tert-butyl-2,2'-bipyridyl)(2phenylpyridine)2(PF6); tetrabutyl-ammonium chloride; oxygen; sodium hydrogencarbonate in dichloromethane; water

T=20°C; 72 h; IrradiationGreen chemistry; chemoselective reaction;

Liu, Dongwang; Zhou, Hongxia; Gu, Xiangyong; Shen, Xiaoqin; Li, Pixu

Chinese Journal of Chemistry, 2014 , vol. 32, # 2 p. 117 - 122 Title/Abstract Full Text View citing articles Show Details

95 %Chromat.

With potassium carbonate in water

T=100°C; P=760.051 Torr; 8 h; Hide Experimental Procedure

Dell'Anna, Maria Michela; Mali, Matilda; Mastrorilli, Piero; Cotugno, Pietro; Monopoli, Antonio

Journal of Molecular Catalysis A: Chemical, 2014 , vol. 386, p. 114 - 119 Title/Abstract Full Text View citing articles Show Details

Typical oxidation of alcohols

General procedure: Into a reaction vessel with a reflux condenser were placed Pd-pol (23.1 mg, Pdpercentw = 2.3), benzyl alcohol (108.1 mg, 1.0 mmol), K2CO3 (138.2 mg, 1.0 mmol) and water (5 mL). The resulting mixture was stirred at 100°C under 1 atm of air. After 6 h, the mixture was cooled down to room temperature and the organic product was extracted with ethyl acetate (3 mL). The water phase was washed with ethyl acetate (2×5 mL) and the organic layers were collected. GLC analysis of the ethyl acetate solution using biphenyl as an internal standard gave a 98percent yield of benzyl aldehyde with >99percent selectivity. 100 %Spectr.

With tert.-butylnitrite; [Cu(4,7-bis(4-pyridyl)-1,1,3,3tetramethylisoindolin-2-yloxyl)2(SiF6)]; oxygen

T=80°C; 3 h; Sealed tube; Solvent;

Li, Liangchun; Matsuda, Ryotaro; Tanaka, Iku; Sato, Hiroshi; Kanoo, Prakash; Jeon, Hyung Joon; Foo, Maw Lin; Wakamiya, Atsushi; Murata, Yasujiro; Kitagawa, Susumu

Journal of the American Chemical Society, 2014 , vol. 136, # 21 p. 7543 - 7546 Title/Abstract Full Text View citing articles Show Details

With C19H18CrN4O3(2+)*2BF4(1-) in acetonitrile

T=-40.16°C; Kinetics;

Kotani, Hiroaki; Kaida, Suzue; Ishizuka, Tomoya; Sakaguchi, Miyuki; Ogura, Takashi; Shiota, Yoshihito; Yoshizawa, Kazunari; Kojima, Takahiko

Chemical Science, 2015 , vol. 6, # 2 p. 945 - 955 Title/Abstract Full Text View citing articles Show Details

With tris(2,2'-bipyridyl)ruthenium dichloride; pentaaminechlorocobalt(III) dichloride; C84H63Cl3N15Ru3(3+)*3F6P(1-) in aq. phosphate buffer

T=20°C; pH=6.8; 8 h; Irradiation; Catalytic behavior; Hide Experimental Procedure

Zeng, Ling-Zhen; Wang, Chuan-Jun; Li, Ting-Ting; Gan, Xin; Li, Cong; Fu, Wen-Fu

Catalysis Communications, 2015 , vol. 68, p. 84 - 87 Title/Abstract Full Text View citing articles Show Details

2.3 Photocatalytic oxidation of alcohols

General procedure: A quartz tube (15mL) containing 1.0 mM of Ru(bpy)3Cl2, 0.01 mM of catalyst, 10mM of substrate, 20 mM of [Co(NH3)5Cl]Cl2 and 0.1 M phosphate buffer was irradiated (λ>420nm) using light-emitting diodes (LEDs) (30×1W) for 8 h in degassed aqueous solution (5mL) at pH 6.8 and room temperature. The resulting solution was extracted with CH2Cl2 (3×20 mL). The organic fraction was dried over anhydrous Na2SO4 and then evaporated to give the crude product. The results were obtained by 1H NMR spectroscopy with quantitative analyses via the ratio of integrated peak intensities of products to that of corresponding substrates.

With ammonium nitrate; hydrogenchloride; 2,2,6,6Tetramethyl-1-piperidinyloxy free radical in acetonitrile

T=60°C; 5 h; Green chemistry; chemoselective reaction;

Prebil, Rok; Stavber, Gaj; Stavber, Stojan

European Journal of Organic Chemistry, 2014 , vol. 2014, # 2 p. 395 - 402 Title/Abstract Full Text Show Details

With dipyridinium dichromate in dichloromethane

Konno, Hiroyuki; Wakabayashi, Masaki; Takanuma, Daiki; Saito, Yota; Akaji, Kenichi

T=20°C; 5 h; Hide Experimental Procedure

3.11:

To a solution of gallic acid (1.00 g, 5.88 mmol) in DMF were added K2CO3 (16.0 g, 0.118 mol), CH3I (11.0 ml, 0.176 mol) and the mixture was stirred under reflux for 1h. The mixture was filtered and the filtrated solvent was evaporated in vacuo. The residue was dissolved in CH2Cl2, and the organic layer was washed with H2O and then dried over MgSO4. The solvent was evaporated in vacuo and the resulting precipitate was purified by silica-gel column chromatography (hexane:AcOEt=4:1) to give benzaldehyde (0.920 g, 4.07 mmol). To a solution of benzaldehyde (0.920 g, 4.07 mmol) in THF was added LiAlH4 (0.300 g, 7.96 mmol) at 0. After being stirred for 1h at room temperature, H2O and 1M NaOH aq. were added to the solution. The mixture was filtered and the organic layer was evaporated in vacuo to yield benzylalcohol (0.680 g, 3.43 mmol). To a solution of benzylalcohol (0.680 g, 3.43 mmol) in CH2Cl2 was added PDC (1.94 g, 5.15 mmol) and the mixture was stirred at room temperature for 5h. The mixture was filtered on celite pad and the solvent was evaporated in vacuo. The residue was purified by silica-gel column chromatography (hexane:AcOEt=4:1) togive benzaldehyde (0.540 g, 2.75 mmol). To a solution of benzaldehyde (0.540 g, 2.75 mmol) in THF were added ethyldiethylphosphonoacetate (1.10 ml, 5.50 mmol) and NaH (0.120 g, 3.03 mmol) at 0. The mixture was warmed to room temperature and stirred for 1h. After AcOEt and H2O were added to the solution, the organic layer was evaporated in vacuo and the crude was purified by silica-gel column chromatography (hexane:AcOEt=4:1) to give unsaturated ethyl ester (0.540 g, 2.03 mmol). To a solution of unsaturated ethyl ester (0.540 g, 2.03 mmol) in MeOH was added LiOH-H2O (0.920 g, 21.8 mmol). After being stirred under reflux for 2h, 1M HCl aq. and AcOEt were added to the mixture. The organic layer was washed with H2O and brine. The solvent was evaporated in vacuo to yield unsaturated carboxyl acid (0.417 g, 1.75 mmol, 30 percent in 5 steps) as a white powder.

With dihydrogen peroxide in water

Hide Experimental Procedure

190 mg

With Collins reagent in dichloromethane

10 h; Reagent/catalyst; Hide Experimental Procedure

Title/Abstract Full Text Show Details

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COUNCIL OF SCIENTIFIC and INDUSTRIAL RESEARCH; NEGI, Arvind Singh; SINGH, Aastha; LUQMAN, Suaib; CHANDA, Debabrata; MONDHE, Dilip Manikrao; SAXENA, Ajit Kumar; FATIMA, Kaneez; SINGH, Arjun

Patent: WO2017/9860 A1, 2017 ; Location in patent: Paragraph 10; 11; 12; 13; 14 ;

1.3:Step 3: Preparation of 3,4,5 -trimethoxybenzaldehyde (formula 9)

The compound of formula 8 (340mg) was taken in dichloromethane (20mL). To this stirred solution dipyridine-chromium trioxide complex (500mg) was added and further stirred for 10 hours. On completion the reaction mixture was poured into water and extracted with ethyl acetate. Organic layer was washed with water, dried over anhydrous sodium sulphate and evaporated to dryness. The residue thus obtained was purified through silica gel column and eluted with hexane-ethyl acetate to get the desired compound of formula 9 (190mg).

Hashemian, Saeedeh; Sedrpoushan, Alireza; Eshbala, Fereshteh Hosseini

Catalysis Letters, 2017 , vol. 147, # 1 p. 196 - 203 Title/Abstract Full Text Show Details

2.4 Reaction Conditions

General procedure: In a typical process, benzyl alcohol (1 mmol), Cat.(0.5 mmol), 30 percent aq H2O2 (2 mmol) were mixed and H2O(5 mL) was then added. The reaction mixture was refluxedat 80–85 °C for 28 h. The progress of the reaction wasmonitored by the TLC with samples taken periodically.After the completion of the reaction, the system cooledto room temperature. The catalyst was filtered and the filtrateextracted three times with Et2O. The organic layerwas dried over anhydrous MgSO4 and evaporated underreduced pressure. The product was purified by columnchromatograph to give benzaldehyde (98 percent yield). The nextrun was performed under identical reaction conditions. Theproducts were recognized by comparing experimental datawith authentic samples.

Bioorganic and Medicinal Chemistry, 2016 , vol. 24, # 6 p. 1241 - 1254 Title/Abstract Full Text View citing articles Show Details

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With lithium aluminium tetrahydride; dipyridinium dichromate

1.) THF, 2.) CH2Cl2; Yield given. Multistep reaction;

Bois-Choussy; Zhu

Journal of Organic Chemistry, 1998 , vol. 63, # 16 p. 5662 - 5665 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: NH2NH2*H2O 2: aq. ammonia; potassium ferricyanide View Scheme

Li, Caihong; Song, Baoan; Yan, Kai; Xu, Gangfang; Hu, Deyu; Yang, Song; Jin, Linhong; Xue, Wei; Lu, Ping

Molecules, 2007 , vol. 12, # 2 p. 163 - 172 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: 72 percent / LiAlH4 / tetrahydrofuran / Heating 2: 85 percent / pyridinium chlorochromate / CH2Cl2 / 20 °C View Scheme

Zou, Hong Bin; Dong, Sheng Yi; Zhou, Chang Xin; Hu, Li Hong; Wu, Yi Hang; Li, Hai Bo; Gong, Jing Xu; Sun, Lian Li; Wu, Xiu Mei; Bai, Hua; Fan, Bo Tao; Hao, Xiao Jiang; Stoeckigt, Joachim; Zhao, Yu

Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 6 p. 2060 - 2071 Title/Abstract Full Text View citing articles Show Details

Hide Details

Multi-step reaction with 2 steps 1: 86.4 percent / 99 percent N2H4*H2O / methanol / 5 h / Heating

Chida; Vani; Chandrasekharam; Srinivasan; Singh

Synthetic Communications, 2001 , vol. 31, # 5 p. 657 - 660 Title/Abstract Full Text View citing articles Show Details

2: 85 percent / K3Fe(CN)6; 25 percent NH4OH / H2O; CH2Cl2 / 4 h / 20 °C View Scheme

Multi-step reaction with 2 steps 1: lithium aluminium hydride / diethyl ether / 3 h / Heating 2: pyridinium chlorochromate / CH2Cl2 / 3 h View Scheme

Shaw; Srivastava; Jha

Journal of the Indian Chemical Society, 1990 , vol. 67, # 2 p. 144 - 147 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 3 steps 1: methanol; hydrazine hydrate 2: pyridine 3: Na2CO3; ethylene glycol / 150 - 160 °C View Scheme

Buchanan; Cook; Loudon

Journal of the Chemical Society, 1944 , p. 325,327 Full Text Show Details

Multi-step reaction with 2 steps 1: hydrazine hydrate 2: potassium ferricyanide / 60 °C / in Gegenwart von verd. Ammoniak, Methylamin oder Pyridin View Scheme

Kalb; Gross

Chemische Berichte, 1926 , vol. 59, p. 733 Full Text Show Details

Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / Reflux 2: pyridinium chlorochromate / dichloromethane / 1 h / 20 °C View Scheme

Prakasham; Saxena; Luqman, Suaib; Chanda, Debabrata; Kaur, Tandeep; Gupta, Atul; Yadav; Chanotiya; Shanker, Karuna; Khan; Negi, Arvind S.

Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 9 p. 3049 - 3057 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: lithium borohydride / tetrahydrofuran / 3 h / |Cooling 2: dipyridine chromium trioxide / dichloromethane / 10 h View Scheme

Council of Scientific and Industrial Research; Negi, Arvind Singh; Prakasham, Ayyampudur Palanisamy; Saxena, Ajit Kumar; Luqman, Suaib; Chanda, Debabrata; Kaur, Tandeep; Gupta, Atul

Patent: US2013/79396 A1, 2013 ;

Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / diethyl ether 2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / 1,4dioxane View Scheme

Ishi-I, Tsutomu; Sakai, Miki; Shinoda, Chihiro

Tetrahedron, 2013 , vol. 69, # 45 p. 9475 - 9480 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C 2: dipyridinium dichromate / dichloromethane / 5 h / 20 °C View Scheme

Endo, Hitoshi; Nikaido, Yuri; Nakadate, Mamiko; Ise, Satomi; Konno, Hiroyuki

Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 24 p. 5621 - 5626 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C 2: dipyridinium dichromate / dichloromethane / 5 h / 20 °C View Scheme

Konno, Hiroyuki; Wakabayashi, Masaki; Takanuma, Daiki; Saito, Yota; Akaji, Kenichi

Bioorganic and Medicinal Chemistry, 2016 , vol. 24, # 6 p. 1241 - 1254 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: lithium borohydride / tetrahydrofuran 2: pyridinium chlorochromate / dichloromethane / 20 °C View Scheme

Chemical Biology and Drug Design, 2016 , p. 625 - 634 Title/Abstract Full Text Show Details

Multi-step reaction with 2 steps 1: lithium borohydride / tetrahydrofuran / 3 h 2: Collins reagent / dichloromethane / 10 h View Scheme

COUNCIL OF SCIENTIFIC and INDUSTRIAL RESEARCH; NEGI, Arvind Singh; SINGH, Aastha; LUQMAN, Suaib; CHANDA, Debabrata; MONDHE, Dilip Manikrao; SAXENA, Ajit Kumar; FATIMA, Kaneez; SINGH, Arjun

Patent: WO2017/9860 A1, 2017 ;

Title/Abstract Full Text Show Details

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Rx-ID: 33342197 Find similar reactions

Multi-step reaction with 3 steps 1: potassium hydoxide / water / 4 h / Reflux 2: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / Reflux 3: pyridinium chlorochromate / dichloromethane / 1 h / 20 °C View Scheme

Prakasham; Saxena; Luqman, Suaib; Chanda, Debabrata; Kaur, Tandeep; Gupta, Atul; Yadav; Chanotiya; Shanker, Karuna; Khan; Negi, Arvind S.

Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 9 p. 3049 - 3057 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 3 steps 1: potassium hydoxide / water / 4 h / 0 - 100 °C 2: lithium borohydride / tetrahydrofuran / 3 h / |Cooling 3: dipyridine chromium trioxide / dichloromethane / 10 h View Scheme

Council of Scientific and Industrial Research; Negi, Arvind Singh; Prakasham, Ayyampudur Palanisamy; Saxena, Ajit Kumar; Luqman, Suaib; Chanda, Debabrata; Kaur, Tandeep; Gupta, Atul

Patent: US2013/79396 A1, 2013 ;

Multi-step reaction with 3 steps 1: potassium carbonate / acetone / 5 h / 60 °C 2: lithium borohydride / tetrahydrofuran / 3 h / |Cooling 3: dipyridine chromium trioxide / dichloromethane / 10 h View Scheme

Title/Abstract Full Text Show Details

Council of Scientific and Industrial Research; Negi, Arvind Singh; Prakasham, Ayyampudur Palanisamy; Saxena, Ajit Kumar; Luqman, Suaib; Chanda, Debabrata; Kaur, Tandeep; Gupta, Atul

Patent: US2013/79396 A1, 2013 ; Title/Abstract Full Text Show Details

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Multi-step reaction with 3 steps 1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 100 °C 2: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C 3: dipyridinium dichromate / dichloromethane / 5 h / 20 °C View Scheme

Endo, Hitoshi; Nikaido, Yuri; Nakadate, Mamiko; Ise, Satomi; Konno, Hiroyuki

Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 24 p. 5621 - 5626 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 3 steps 1: potassium carbonate / N,N-dimethyl-formamide / 1 h / |Reflux 2: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C 3: dipyridinium dichromate / dichloromethane / 5 h / 20 °C View Scheme

Konno, Hiroyuki; Wakabayashi, Masaki; Takanuma, Daiki; Saito, Yota; Akaji, Kenichi

Bioorganic and Medicinal Chemistry, 2016 , vol. 24, # 6 p. 1241 - 1254 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 3 steps 1: potassium hydoxide / water / 5 h / 0 °C / |Reflux 2: lithium borohydride / tetrahydrofuran 3: pyridinium chlorochromate / dichloromethane / 20 °C View Scheme

Chemical Biology and Drug Design, 2016 , p. 625 - 634 Title/Abstract Full Text Show Details

Multi-step reaction with 3 steps 1: potassium carbonate / acetone / 5 h / 60 °C 2: lithium borohydride / tetrahydrofuran / 3 h 3: Collins reagent / dichloromethane / 10 h View Scheme

COUNCIL OF SCIENTIFIC and INDUSTRIAL RESEARCH; NEGI, Arvind Singh; SINGH, Aastha; LUQMAN, Suaib; CHANDA, Debabrata; MONDHE, Dilip Manikrao; SAXENA, Ajit Kumar; FATIMA, Kaneez; SINGH, Arjun

Patent: WO2017/9860 A1, 2017 ; Title/Abstract Full Text Show Details

Multi-step reaction with 3 steps 1: potassium hydoxide / water / 4 h / 10 - 100 °C 2: lithium borohydride / tetrahydrofuran / 3 h 3: Collins reagent / dichloromethane / 10 h View Scheme

Title/Abstract Full Text Show Details

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COUNCIL OF SCIENTIFIC and INDUSTRIAL RESEARCH; NEGI, Arvind Singh; SINGH, Aastha; LUQMAN, Suaib; CHANDA, Debabrata; MONDHE, Dilip Manikrao; SAXENA, Ajit Kumar; FATIMA, Kaneez; SINGH, Arjun

Patent: WO2017/9860 A1, 2017 ;

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Rx-ID: 592426 Find similar reactions

82%

With polymethylhydrosiloxane; trifuran-2-ylphosphane; tetrabutyl ammonium fluoride; potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0) in tetrahydrofuran; water

T=20°C; 1 h;

Lee, Kyoungsoo; Maleczka Jr., Robert E.

Organic Letters, 2006 , vol. 8, # 9 p. 1887 - 1888 Title/Abstract Full Text View citing articles Show Details

80%

With 5 palladium-copper on carbon; hydrogen in toluene

T=80°C; Rosenmund-Satzew Reduction; Solvent;

Tungler, Antal; Szabados, Erika

Organic Process Research and Development, 2016 , vol. 20, # 7 p. 1246 - 1251 Title/Abstract Full Text View citing articles Show Details

With Pd-BaSO4; hydrogen; toluene

Spaeth

Monatshefte fuer Chemie, 1919 , vol. 40, p. 138 Monatshefte fuer Chemie, 1921 , vol. 42, p. 263 Full Text Show Details

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With Pd-BaSO4; xylene

Hydrogenation;

Baker; Robinson

Journal of the Chemical Society, 1929 , p. 159 Journal of the Chemical Society, 1926 , p. 2718 Full Text Show Details

Slotta; Heller

Chemische Berichte, 1930 , vol. 63, p. 3029,3043 Full Text Show Details

With sodium tetrahydroborate; cadmium(II) chloride in N,N,N,N,N,N-hexamethylphosphoric triamide; acetonitrile

T=-5°C; 0.0833333 h; Yield given;

Entwistle, Ian D.; Boehm, Peter; Johnstone, Robert A. W.; Telford, Robert P.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 27 - 30 Title/Abstract Full Text View citing articles Show Details

With hydrogen; N-ethyl-N,Ndiisopropylamine; palladium on activated charcoal in ethyl acetate

T=25°C; P=760 Torr; 10 h; Yield given;

Peters, J. A.; Bekkum, H. van

Recueil: Journal of the Royal Netherlands Chemical Society, 1981 , vol. 100, # 1 p. 21 - 24 Title/Abstract Full Text Show Details

Multi-step reaction with 2 steps 1: 95 percent / H2O; CH2Cl2 / 2 h 2: 95 percent / 30percent H2SO4 / 1 h / 107 °C View Scheme

Schwartz, Alan

Journal of Organic Chemistry, 1982 , vol. 47, # 11 p. 2213 - 2214 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: pyridine; benzene 2: methanol; H2O; Raney nickel

Schiemenz; Engelhard

Chemische Berichte, 1959 , vol. 92, p. 1336,1342 Full Text Show Details

View Scheme

Multi-step reaction with 3 steps 1: aqueous diethyl ether; pyridine 2: hydrochloric acid / 20 °C / im geschlossenen Rohr 3: aniline / Zersetzen des enthaltenden Anils durch Kochen mit Schwefelsaeure View Scheme

Mauthner

Chemische Berichte, 1908 , vol. 41, p. 923 Full Text Show Details

Multi-step reaction with 4 steps 1: aqueous diethyl ether; pyridine 2: hydrochloric acid / 20 °C / im geschlossenen Rohr 3: concentrated hydrochloric acid / 20 °C 4: aniline / Zersetzen des enthaltenden Anils durch Kochen mit Schwefelsaeure View Scheme

Mauthner

Chemische Berichte, 1908 , vol. 41, p. 923 Full Text Show Details

Multi-step reaction with 2 steps 1: diethyl ether 2: PCl5 / Reduktion der entstandenen Imidchloride mit Zinn(II)-chlorid und Chlorwasserstoff in Aether und Kochen der Reaktionsprodukte mit verd.Salzsaeure View Scheme

Sonn; Meyer

Chemische Berichte, 1925 , vol. 58, p. 1102 Full Text Show Details

Sonn; Meyer

Chemische Berichte, 1925 , vol. 58, p. 1102 Full Text Show Details

Multi-step reaction with 2 steps 1: dichloromethane / 0.5 h / 20 °C / |Cooling with ice 2: Schwartz's reagent / tetrahydrofuran / 0.5 h / 20 °C View Scheme

Leighty, Matthew W.; Spletstoser, Jared T.; Georg, Gunda I.

Organic Syntheses, 2011 , vol. 88, p. 427 - 437 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 29748556 Find similar reactions

98%

With [C12mim][FeCl4]; periodic acid

T=30°C; 1.5 h;

Hu, Yu Lin; Liu, Qi Fa; Lu, Ting Ting; Lu, Ming

Catalysis Communications, 2010 , vol. 11, # 10 p. 923 - 927 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: 90 °C 2: acetic acid; water / 80 °C View Scheme

ANTHEA AROMATICS PRIVATE LIMITED; MOHAPATRA, Manoj Kumar; BENDAPUDI, Ramamohanrao; MENACHERRY, Paul Vincent; PAUL, Vincent

Patent: WO2016/103058 A1, 2016 ; Title/Abstract Full Text Show Details

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Multi-step reaction with 2 steps 1: tetrabutylammomium bromide; potassium hydoxide / 0.67 h / 100 °C / Neat (no solvent) 2: pyridine; ozone / methanol; chloroform / -15 °C View Scheme

Titov, Ilia Y.; Sagamanova, Irina K.; Gritsenko, Roman T.; Karmanova, Irina B.; Atamanenko, Olga P.; Semenova, Marina N.; Semenov, Victor V.

Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 6 p. 1578 - 1581 Title/Abstract Full Text View citing articles Show Details

Stage #1: With tetrabutylammomium bromide; potassium hydoxide

T=100°C; 0.666667 h; Stage #2: With pyridine; ozone in methanol; chloroform

T=-15°C;

Semenova, Marina N.; Kiselyov, Alex S.; Tsyganov, Dmitry V.; Konyushkin, Leonid D.; Firgang, Sergei I.; Semenov, Roman V.; Malyshev, Oleg R.; Raihstat, Mikhail M.; Fuchs, Fabian; Stielow, Anne; Lantow, Margareta; Philchenkov, Alex A.; Zavelevich, Michael P.; Zefirov, Nikolay S.; Kuznetsov, Sergei A.; Semenov, Victor V.

Journal of Medicinal Chemistry, 2011 , vol. 54, # 20 p. 7138 - 7149 Title/Abstract Full Text View citing articles Show Details

Stage #1: With potassium hydoxide

T=100°C; 0.666667 h; Stage #2: With ozone in pyridine; methanol; chloroform

T=15°C;

Tsyganov, Dmitry V.; Konyushkin, Leonid D.; Semenova, Marina N.; Semenov, Victor V.

Mendeleev Communications, 2016 , vol. 26, # 4 p. 285 - 287 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 42160675 Find similar reactions

With potassium carbonate in N,N-dimethyl-formamide T=120°C; 15 h;

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Blanco, Hugo; Iguarbe, Verónica; Barberá, Joaquín; Serrano, José Luis; Elduque, Anabel; Giménez, Raquel

Chemistry - A European Journal, 2016 , vol. 22, # 14 p. 4924 - 4930 Title/Abstract Full Text View citing articles Show Details

Rx-ID: 30582429 Find similar reactions

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A: 79% B: 10%

With periodic acid; pyridinium chlorochromate in acetonitrile

T=0 - 20°C; 2 h; stereoselective reaction; Hide Experimental Procedure

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Killoran, Patrick M.; Rossington, Steven B.; Wilkinson, James A.; Hadfield, John A.

Tetrahedron Letters, 2016 , vol. 57, # 35 p. 3954 - 3957 Title/Abstract Full Text View citing articles Show Details

General procedure 2 – conversion of allyl alcohols to Enals

General procedure: To MeCN (30 mL) was added H5IO6 (5 mmol, 1 eq.) and after 10 min of vigorous stirring, the temperature was lowered to 0 °C. Allyl alcohol (5 mmol, 1 eq.) was added followed by the dropwise addition of PCC (5 molpercent) in MeCN (0.5 mL). The reaction mixture was stirred at room temperature for 2 h and then diluted with EtOAc (50 mL), washed with water (50 mL), saturated aq. Na2SO4 (2 x 50 mL) and dried over Mg2SO4. The crude product was purified by silica flash chromatography (hexane : EtOAc, 8:2).

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130 g

With water; acetic acid

T=80°C; Hide Experimental Procedure

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Rx-ID: 43788537 Find similar reactions

ANTHEA AROMATICS PRIVATE LIMITED; MOHAPATRA, Manoj Kumar; BENDAPUDI, Ramamohanrao; MENACHERRY, Paul Vincent; PAUL, Vincent

Patent: WO2016/103058 A1, 2016 ; Location in patent: Page/Page column 21; 22 ; Title/Abstract Full Text Show Details

5:Example 5: Procedure for 3,4,5-Trimethoxybenzaldehyde :

Example 5: Procedure for 3,4,5-Trimethoxybenzaldehyde :Paraformaldehyde (45 g), 30percent hydrochloric acid (182 g) and 1,2,3-trimethoxybenzene (168 g) and toluene (1680 g) were charged into a 3 litre glass reactor. Hydrogenchloride gas was passed rapidly through the reaction medium at about 10°C till the corresponding benzyl chloride (formula VII) was ~ 90percent by GC analysis. The aqueous portion was drained off and the organic portion was digested with hexamine (168 g) at about 90 °C till the benzyl chloride (VII) content was less than 1.0 percent by GC analysis. 50percent aqueous acetic acid (360 g) was added to the resulting hexamine complex and the reaction mass was digested at about 80°C for 6 to 8 hours. The aqueous portion was drained off and the organic portion was concentrated and the crude product was distilled to obtain 3,4,5-Trimethoxybenzaldehyde of purity greater than 95percent by GC analysis (130 g).

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Rx-ID: 43788542

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Multi-step reaction with 3 steps 1: hydrogenchloride / toluene / 10 °C 2: 90 °C 3: acetic acid; water / 80 °C View Scheme

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ANTHEA AROMATICS PRIVATE LIMITED; MOHAPATRA, Manoj Kumar; BENDAPUDI, Ramamohanrao; MENACHERRY, Paul Vincent; PAUL, Vincent

Patent: WO2016/103058 A1, 2016 ; Title/Abstract Full Text Show Details

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Synthesize Find similar Rx-ID: 44160153 Find similar reactions

A: 45% B: 38%

With sodium persulfate; Ir(2-(2,4-difluorophenyl)-5(trifluoromethyl)pyridine)2(4,4’-di-tert-butyl-2,2’bipyridine)PF6; palladium diacetate in N,N-dimethylformamide

T=20°C; 15 h; Irradiation; chemoselective reaction;

Kärkäs, Markus D.; Bosque, Irene; Matsuura, Bryan S.; Stephenson, Corey R. J.

Organic Letters, 2016 , vol. 18, # 19 p. 5166 - 5169 Title/Abstract Full Text Show Details

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Rx-ID: 9149509 Find similar reactions

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82.6%

Stage #1: 3,5-dibromo-4-hydroxy-benzaldehyde; sodium methylate With copper(l) chloride in methanol; DMFA

T=120°C; 3 h; Stage #2: dimethyl sulfate With sodium hydroxide

pH=8.5 - 9.3; 3 h;

Ji, Ya-Fei; Zong, Zhi-Min; Wei, Xian-Yong

Synthetic Communications, 2002 , vol. 32, # 18 p. 2809 - 2814 Title/Abstract Full Text View citing articles Show Details

Stage #1: 3,5-dibromo-4-hydroxy-benzaldehyde; sodium methylate With methanol; Methyl formate; copper(l) chloride

Industrial scale; Stage #2: dimethyl sulfate With sodium hydroxide in water

Industrial scale;

Guo, Ying; Ji, Si-Zhe; Chen, Cheng; Liu, Hong-Wei; Zhao, Jian-Hong; Zheng, Yu-Lin; Ji, Ya-Fei

Research on Chemical Intermediates, 2015 , vol. 41, # 11 p. 8651 - 8664 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 28186885 Find similar reactions

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90%

With potassium carbonate; potassium iodide in N,Ndimethyl-formamide

T=20°C;

Kaur, Sukhmeet; Singh, Amrinder; Mithu, Venus Singh; Singh, Palwinder

RSC Advances, 2014 , vol. 4, # 106 p. 61884 - 61890 Title/Abstract Full Text View citing articles Show Details

89%

With potassium carbonate in N,N-dimethyl-formamide HeatingInert atmosphere;

Deveau, Amy M.; Costa, Nancy E.; Joshi, Elizabeth M.; Macdonald, Timothy L.

Bioorganic and Medicinal Chemistry Letters, 2008 , vol. 18, # 12 p. 3522 - 3525 Title/Abstract Full Text View citing articles Show Details

With potassium hydoxide in tetrahydrofuran; dimethyl sulfoxide

Inert atmosphere;

Nguyen, Bichlien H.; Perkins, Robert J.; Smith, Jake A.; Moeller, Kevin D.

Journal of Organic Chemistry, 2015 , vol. 80, # 24 p. 11953 - 11962 Title/Abstract Full Text View citing articles Show Details

65%

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64%

With potassium carbonate in N,N-dimethyl-formamide 16 h; Reflux;

Shirali, Anupama; Sriram, Madhavi; Hall, John J.; Nguyen, Benson L.; Guddneppanavar, Rajsekhar; Hadimani, Mallinath B.; Ackley, J. Freeland; Siles, Rogelio; Jelinek, Christopher J.; Arthasery, Phyllis; Brown, Rodney C.; Murrell, Victor Leon; McMordie, Austin; Sharma, Suman; Chaplin, David J.; Pinney, Kevin G.

Journal of Natural Products, 2009 , vol. 72, # 3 p. 414 - 421 Title/Abstract Full Text View citing articles Show Details

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Multi-step reaction with 2 steps 1: lithium aluminium deuteride / tetrahydrofuran / 3 h / |Inert atmosphere 2: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.25 h / -78 °C View Scheme

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Rx-ID: 39476619 Find similar reactions

Olsen, Esben P. K.; Singh, Thishana; Harris, Pernille; Andersson, Pher G.; Madsen, Robert

Journal of the American Chemical Society, 2015 , vol. 137, # 2 p. 834 - 842 Title/Abstract Full Text View citing articles Show Details

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1.31 g

With oxalyl dichloride; dimethyl sulfoxide in dichloromethane

T=-78°C; 0.25 h;

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Rx-ID: 39476621 Find similar reactions

Olsen, Esben P. K.; Singh, Thishana; Harris, Pernille; Andersson, Pher G.; Madsen, Robert

Journal of the American Chemical Society, 2015 , vol. 137, # 2 p. 834 - 842 Title/Abstract Full Text View citing articles Show Details

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Multi-step reaction with 2 steps 1: sodium formate; palladium diacetate; 1,2-bis(diphenylphosphino)ethane / dimethyl sulfoxide / |Inert atmosphere; |Sealed tube 2: water View Scheme

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Rx-ID: 39529294 Find similar reactions

Zhang, Ying; Jiang, Xiao; Wang, Jin-Mei; Chen, Jing-Lei; Zhu, Yong-Ming

RSC Advances, 2015 , vol. 5, # 22 p. 17060 - 17063 Title/Abstract Full Text View citing articles Show Details

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With water

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Rx-ID: 39529367 Find similar reactions

Zhang, Ying; Jiang, Xiao; Wang, Jin-Mei; Chen, Jing-Lei; Zhu, Yong-Ming

RSC Advances, 2015 , vol. 5, # 22 p. 17060 - 17063 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 40184213 Find similar reactions

Multi-step reaction with 4 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 20 °C 2: 1H-imidazole / N,N-dimethyl-formamide / 10 h / 20 °C 3: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 20 °C 4: 9,10-dicyanoanthracene / acetonitrile; water / 28 h / |Photolysis; |Inert atmosphere View Scheme

Lim, Suk Hyun; Lee, Woo Sol; Kim, Young-Il; Sohn, Youngku; Cho, Dae Won; Kim, Cheolhee; Kim, Eunae; Latham, John A.; Dunaway-Mariano, Debra; Mariano, Patrick S.

Tetrahedron, 2015 , vol. 71, # 24 art. no. 26680, p. 4236 - 4247 Title/Abstract Full Text View citing articles Show Details

Lim, Suk Hyun; Lee, Woo Sol; Kim, Young-Il; Sohn, Youngku; Cho, Dae Won; Kim, Cheolhee; Kim, Eunae; Latham, John A.; Dunaway-Mariano, Debra; Mariano, Patrick S.

Tetrahedron, 2015 , vol. 71, # 24 art. no. 26680, p. 4236 - 4247 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 40184214 Find similar reactions

Multi-step reaction with 4 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 20 °C 2: 1H-imidazole / N,N-dimethyl-formamide / 10 h / 20 °C 3: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 20 °C 4: 9,10-dicyanoanthracene; oxygen / acetonitrile; water / 7 h / |Photolysis View Scheme

Lim, Suk Hyun; Lee, Woo Sol; Kim, Young-Il; Sohn, Youngku; Cho, Dae Won; Kim, Cheolhee; Kim, Eunae; Latham, John A.; Dunaway-Mariano, Debra; Mariano, Patrick S.

Tetrahedron, 2015 , vol. 71, # 24 art. no. 26680, p. 4236 - 4247 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 4 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 20 °C 2: 1H-imidazole / N,N-dimethyl-formamide / 10 h / 20

Lim, Suk Hyun; Lee, Woo Sol; Kim, Young-Il; Sohn, Youngku; Cho, Dae Won; Kim, Cheolhee; Kim, Eunae; Latham, John A.; Dunaway-Mariano, Debra; Mariano, Patrick S.

Tetrahedron, 2015 , vol. 71, # 24 art. no. 26680, p. 4236 - 4247 Title/Abstract Full Text View citing articles Show Details

°C 3: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 20 °C 4: 9,10-dicyanoanthracene; oxygen / acetonitrile; water / 7 h / |Photolysis View Scheme

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Rx-ID: 40184221 Find similar reactions

Multi-step reaction with 3 steps 1: 1H-imidazole / N,N-dimethyl-formamide / 10 h / 20 °C 2: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 20 °C 3: 9,10-dicyanoanthracene / acetonitrile; water / 28 h / |Photolysis; |Inert atmosphere View Scheme

Lim, Suk Hyun; Lee, Woo Sol; Kim, Young-Il; Sohn, Youngku; Cho, Dae Won; Kim, Cheolhee; Kim, Eunae; Latham, John A.; Dunaway-Mariano, Debra; Mariano, Patrick S.

Tetrahedron, 2015 , vol. 71, # 24 art. no. 26680, p. 4236 - 4247 Title/Abstract Full Text View citing articles Show Details

Lim, Suk Hyun; Lee, Woo Sol; Kim, Young-Il; Sohn, Youngku; Cho, Dae Won; Kim, Cheolhee; Kim, Eunae; Latham, John A.; Dunaway-Mariano, Debra; Mariano, Patrick S.

Tetrahedron, 2015 , vol. 71, # 24 art. no. 26680, p. 4236 - 4247 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 40184222 Find similar reactions

Multi-step reaction with 3 steps 1: 1H-imidazole / N,N-dimethyl-formamide / 10 h / 20 °C 2: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 20 °C 3: 9,10-dicyanoanthracene; oxygen / acetonitrile; water / 7 h / |Photolysis View Scheme

Lim, Suk Hyun; Lee, Woo Sol; Kim, Young-Il; Sohn, Youngku; Cho, Dae Won; Kim, Cheolhee; Kim, Eunae; Latham, John A.; Dunaway-Mariano, Debra; Mariano, Patrick S.

Tetrahedron, 2015 , vol. 71, # 24 art. no. 26680, p. 4236 - 4247 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 3 steps 1: 1H-imidazole / N,N-dimethyl-formamide / 10 h / 20

Lim, Suk Hyun; Lee, Woo Sol; Kim, Young-Il; Sohn, Youngku; Cho, Dae Won; Kim, Cheolhee; Kim, Eunae; Latham, John A.; Dunaway-Mariano, Debra; Mariano, Patrick S.

Tetrahedron, 2015 , vol. 71, # 24 art. no. 26680, p. 4236 - 4247

°C 2: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 20 °C 3: 9,10-dicyanoanthracene; oxygen / acetonitrile; water / 7 h / |Photolysis View Scheme

Title/Abstract Full Text View citing articles Show Details

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Multi-step reaction with 2 steps 1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 20 °C 2: 9,10-dicyanoanthracene / acetonitrile; water / 28 h / |Photolysis; |Inert atmosphere View Scheme

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Rx-ID: 40184226 Find similar reactions

Lim, Suk Hyun; Lee, Woo Sol; Kim, Young-Il; Sohn, Youngku; Cho, Dae Won; Kim, Cheolhee; Kim, Eunae; Latham, John A.; Dunaway-Mariano, Debra; Mariano, Patrick S.

Tetrahedron, 2015 , vol. 71, # 24 art. no. 26680, p. 4236 - 4247 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 40184227 Find similar reactions

Multi-step reaction with 2 steps 1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 20 °C 2: 9,10-dicyanoanthracene; oxygen / acetonitrile; water / 7 h / |Photolysis View Scheme

Lim, Suk Hyun; Lee, Woo Sol; Kim, Young-Il; Sohn, Youngku; Cho, Dae Won; Kim, Cheolhee; Kim, Eunae; Latham, John A.; Dunaway-Mariano, Debra; Mariano, Patrick S.

Tetrahedron, 2015 , vol. 71, # 24 art. no. 26680, p. 4236 - 4247 Title/Abstract Full Text View citing articles Show Details

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Multi-step reaction with 2 steps 1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 20 °C 2: 9,10-dicyanoanthracene / acetonitrile; water / 28 h / |Photolysis; |Inert atmosphere View Scheme

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Rx-ID: 40184259 Find similar reactions

Lim, Suk Hyun; Lee, Woo Sol; Kim, Young-Il; Sohn, Youngku; Cho, Dae Won; Kim, Cheolhee; Kim, Eunae; Latham, John A.; Dunaway-Mariano, Debra; Mariano, Patrick S.

Tetrahedron, 2015 , vol. 71, # 24 art. no. 26680, p. 4236 - 4247 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 40184260 Find similar reactions

Multi-step reaction with 2 steps 1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 20 °C 2: 9,10-dicyanoanthracene; oxygen / acetonitrile; water / 7 h / |Photolysis View Scheme

Lim, Suk Hyun; Lee, Woo Sol; Kim, Young-Il; Sohn, Youngku; Cho, Dae Won; Kim, Cheolhee; Kim, Eunae; Latham, John A.; Dunaway-Mariano, Debra; Mariano, Patrick S.

Tetrahedron, 2015 , vol. 71, # 24 art. no. 26680, p. 4236 - 4247 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 40184314 Find similar reactions

A: 12 %Chromat. B: 40 %Chromat. C: 24 %Chromat.

With 9,10-dicyanoanthracene; oxygen in water; acetonitrile

7 h; Photolysis; Reagent/catalystSolvent;

Lim, Suk Hyun; Lee, Woo Sol; Kim, Young-Il; Sohn, Youngku; Cho, Dae Won; Kim, Cheolhee; Kim, Eunae; Latham, John A.; Dunaway-Mariano, Debra; Mariano, Patrick S.

Tetrahedron, 2015 , vol. 71, # 24 art. no. 26680, p. 4236 - 4247 Title/Abstract Full Text View citing articles Show Details

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12 %Chromat.

With 9,10-dicyanoanthracene in water; acetonitrile

28 h; PhotolysisInert atmosphere;

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Rx-ID: 40184316 Find similar reactions

Lim, Suk Hyun; Lee, Woo Sol; Kim, Young-Il; Sohn, Youngku; Cho, Dae Won; Kim, Cheolhee; Kim, Eunae; Latham, John A.; Dunaway-Mariano, Debra; Mariano, Patrick S.

Tetrahedron, 2015 , vol. 71, # 24 art. no. 26680, p. 4236 - 4247 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 40184317 Find similar reactions

A: 15 %Chromat. B: 50 %Chromat. C: 30 %Chromat.

With 9,10-dicyanoanthracene; oxygen in water; acetonitrile

7 h; Photolysis; Reagent/catalystSolvent;

Lim, Suk Hyun; Lee, Woo Sol; Kim, Young-Il; Sohn, Youngku; Cho, Dae Won; Kim, Cheolhee; Kim, Eunae; Latham, John A.; Dunaway-Mariano, Debra; Mariano, Patrick S.

Tetrahedron, 2015 , vol. 71, # 24 art. no. 26680, p. 4236 - 4247 Title/Abstract Full Text View citing articles Show Details

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11 %Chromat.

With 9,10-dicyanoanthracene in water; acetonitrile

28 h; PhotolysisInert atmosphere;

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Rx-ID: 40184319 Find similar reactions

Lim, Suk Hyun; Lee, Woo Sol; Kim, Young-Il; Sohn, Youngku; Cho, Dae Won; Kim, Cheolhee; Kim, Eunae; Latham, John A.; Dunaway-Mariano, Debra; Mariano, Patrick S.

Tetrahedron, 2015 , vol. 71, # 24 art. no. 26680, p. 4236 - 4247 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 8641562 Find similar reactions

93%

With N-Bromosuccinimide; water

T=20°C; Hydrolysis; 0.0833333 h;

Bandgar; Makone

Organic Preparations and Procedures International, 2000 , vol. 32, # 4 p. 391 - 394 Title/Abstract Full Text View citing articles Show Details

92%

With iron(III) chloride in benzene

Heating;

Hangarge; Mane; Chavan; Shingare

Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2002 , vol. 41, # 6 p. 1302 - 1304 Title/Abstract Full Text View citing articles Show Details

89%

With 2,3-dicyano-5,6-dichloro-p-benzoquinone in dichloromethane; water

T=20°C; Oxidation; oxidative cleavage; 2.5 h;

Chandrasekhar; Reddy, Ch. Raji; Reddy, M. Venkat

Chemistry Letters, 2000 , # 4 p. 430 - 431 Title/Abstract Full Text View citing articles Show Details

Hide Details

88%

With KMnO4/alumina

T=50°C; 0.666667 h;

Imanzadeh; Hajipour; Mallakpour

Synthetic Communications, 2003 , vol. 33, # 5 p. 735 - 740 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1.1: Et3N / diethyl ether / 1 h / 0 °C 2.1: Co2(CO)8; Et3N / diethyl ether / 0.25 h / 20 °C 2.2: H2O / methanol / 0.5 h / 20 °C View Scheme

Mukai, Chisato; Nomura, Izumi; Kataoka, Osamu; Hanaoka, Miyoji

Synthesis, 1999 , # 11 p. 1872 - 1874 Title/Abstract Full Text View citing articles Show Details

With oxygen; benzaldehyde in toluene

2.58333 h; Catalytic behavior; TemperatureReagent/catalyst; Hide Experimental Procedure

Habibi; Faraji; Arshadi; Veisi; Gil

Journal of Molecular Catalysis A: Chemical, 2014 , vol. 382, p. 41 - 54 Title/Abstract Full Text View citing articles Show Details

General procedure for oxidation of oximes

General procedure: In this procedure, a suspension of the heterogeneous catalyst(0.07 g), solvent (5 cm3of toluene), oxime (2 mmol) and benzalde-hyde (6 mol) were mixed in a three necked round bottom flaskwhich was fitted with a equipped water condenser with a balloonfilled of O2. The liquid phase oxidation reactions were carried outat desired temperature with vigorous stirring. After completing thereaction, the catalyst has been separated through filtering and theproducts and the amounts of them have been quantified by GC–MSand GC. Finally, a suitable reaction condition has been optimized.

With oxygen; benzaldehyde in toluene

2.83333 h; Reflux; Hide Experimental Procedure

Faraji; Habibi; Heydari; Arshadi; Gil

Applied Catalysis A: General, 2013 , vol. 466, p. 282 - 292 Title/Abstract Full Text View citing articles Show Details

General procedure for oxidation of oximes

General procedure: In this procedure, a suspension of the heterogeneous catalyst (0.15 g), solvent (5 cm3 of toluene), oxime (2 mmol) and benzaldehyde (10 mol) were mixed in a three necked round bottom flask which was fitted with a equipped water condenser with a balloon filled of O2. The liquid phase oxidation reactions were carried out at desired temperature with vigorous stirring. After completing there action, the catalyst has been separated through filtering and the products and the amounts of them have been quantified by GC–MS and GC. Finally, a suitable reaction condition has been optimized

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Rx-ID: 38112137 Find similar reactions

64%

Stage #1: With triethylsilane; palladium diacetate; sodium carbonate; 2-dicyclohexylphosphino1,1'-biphenyl in N,N-dimethyl-formamide

T=65°C; 8 h; Inert atmosphereSealed tubeGreen chemistry; Stage #2: With water

Green chemistry;

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Jiang, Xiao; Wang, Jin-Mei; Zhang, Ying; Chen, Zhong; Zhu, Yong-Ming; Ji, Shun-Jun

Organic Letters, 2014 , vol. 16, # 13 p. 3492 - 3495 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 35804564 Find similar reactions

93%

With dichloro(1,5-cyclooctadiene)palladium(II); NMethyldicyclohexylamine; potassium formate; tetra-(nbutyl)ammonium iodide; tricyclohexylphosphine tetrafluoroborate; bis(dibenzylideneacetone)palladium(0); tri tertbutylphosphoniumtetrafluoroborate in acetonitrile

T=80°C; 18 h; Sealed tubeGloveboxInert atmosphere;

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Korsager, Signe; Taaning, Rolf H.; Lindhardt, Anders T.; Skrydstrup, Troels

Journal of Organic Chemistry, 2013 , vol. 78, # 12 p. 6112 - 6120 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 36088387 Find similar reactions

With dichloro bis(acetonitrile) palladium(II); water; oxygen; copper dichloride in toluene; tert-butyl alcohol

T=60°C; Wacker Oxidation; P=6000.6 Torr; 1 h; Flow reactor;

Bourne; Ley

Advanced Synthesis and Catalysis, 2013 , vol. 355, # 10 p. 1905 - 1910 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 36380128 Find similar reactions

10%

With 9,10-anthracenedicarbonitrile in water; acetonitrile

7 h; Irradiation;

Lim, Suk Hyun; Nahm, Keepyung; Ra, Choon Sup; Cho, Dae Won; Yoon, Ung Chan; Latham, John A.; Dunaway-Mariano, Debra; Mariano, Patrick S.

Journal of Organic Chemistry, 2013 , vol. 78, # 18 p. 9431 - 9443 Title/Abstract Full Text View citing articles Show Details

6.3%

With Phanerochaete chrysosporium lignin peroxidase; dihydrogen peroxide in acetonitrile

pH=3.4; 0.5 h; Enzymatic reaction; Kinetics;

Lim, Suk Hyun; Nahm, Keepyung; Ra, Choon Sup; Cho, Dae Won; Yoon, Ung Chan; Latham, John A.; Dunaway-Mariano, Debra; Mariano, Patrick S.

Journal of Organic Chemistry, 2013 , vol. 78, # 18 p. 9431 - 9443 Title/Abstract Full Text View citing articles Show Details

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Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 20 °C 2: 9,10-anthracenedicarbonitrile / acetonitrile; water / 7 h / |Irradiation View Scheme

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Rx-ID: 36380197 Find similar reactions

Lim, Suk Hyun; Nahm, Keepyung; Ra, Choon Sup; Cho, Dae Won; Yoon, Ung Chan; Latham, John A.; Dunaway-Mariano, Debra; Mariano, Patrick S.

Journal of Organic Chemistry, 2013 , vol. 78, # 18 p. 9431 - 9443 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 31458566 Find similar reactions

91%

With silica gel; periodic acid

T=20°C; 0.25 h; Neat (no solvent);

Dakdouki, Saada C.; Villemin, Didier; Bar, Nathalie

European Journal of Organic Chemistry, 2012 , # 4 p. 780 - 784 Title/Abstract Full Text View citing articles Show Details

40%

With aluminum oxide; potassium meta-periodate

0.166667 h; Microwave irradiation;

Dakdouki, Saada C.; Villemin, Didier; Bar, Nathalie

European Journal of Organic Chemistry, 2011 , # 23 p. 4448 - 4454 Title/Abstract Full Text View citing articles Show Details

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81%

With hydrogenchloride; water in diethyl ether; toluene

T=20°C; 2 h; Inert atmosphere;

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Rx-ID: 34135338 Find similar reactions

Perez, Juana M.; Cano, Rafael; Yus, Miguel; Ramon, Diego J.

European Journal of Organic Chemistry, 2012 , # 24 p. 4548 - 4554 Title/Abstract Full Text View citing articles Show Details

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With water; ozone; benzene

With pyridine; ozone in methanol; chloroform

T=-15°C;

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Rx-ID: 356572 Find similar reactions

Semmler

Chemische Berichte, 1908 , vol. 41, p. 1919 Full Text Show Details

Titov, Ilia Y.; Sagamanova, Irina K.; Gritsenko, Roman T.; Karmanova, Irina B.; Atamanenko, Olga P.; Semenova, Marina N.; Semenov, Victor V.

Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 6 p. 1578 - 1581 Title/Abstract Full Text View citing articles Show Details

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With Candida antarctica Lipase A; sodium hydroxide in toluene

pH=7; 22.5 h; aq. phosphate bufferEnzymatic reaction; Hide Experimental Procedure

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Rx-ID: 32863985 Find similar reactions

Maguire, Nuala M.; Ford, Alan; Clarke, Sarah L.; Eccles, Kevin S.; Lawrence, Simon E.; Brossat, Maude; Moody, Thomas S.; Maguire, Anita R.

Tetrahedron Asymmetry, 2011 , vol. 22, # 24 p. 2144 - 2150 Title/Abstract Full Text View citing articles Show Details

4.3. (R)-(-)-Acetoxy-3,4,5-trimethoxyphenylacetonitrile (R)-1

Racemic acetoxy-3,4,5-trimethoxyphenylacetonitrile (3.18 g, 12 mmol) was dissolved in toluene (12 mL) and 0.1 M pH 7 potassium phosphate buffer (48 mL) was added followed by C. antarctica A (1.18 g, 37percent w/w). The mixture was shaken and the pH was maintained at 7 via automatic addition of 1 M NaOH using a pH stat. After 22.5 h the reaction mixture was sonicated for 15 min then filtered through Celite.(R).. The Celite.(R). pad was washed with diethyl ether (3 .x. 125 mL), the filtrate was transferred to a separating funnel and, without shaking, the organic phase was removed, dried and concentrated in vacuo to afford the crude product mixture as an oil (2.77 g). This mixture was subjected to column chromatography (ether/hexane, 7:3) to provide a 1:1 mixture of the unhydrolysed ester and the aldehyde (2.36 g).

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83%

With sodium periodate in dichloromethane

T=40 - 50°C; Ionic liquid;

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Rx-ID: 33232084 Find similar reactions

Hullio, Ahmed Ali; Mastoi; Khan, Khalid

Asian Journal of Chemistry, 2011 , vol. 23, # 12 p. 5411 - 5418 Title/Abstract Full Text View citing articles Show Details

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92%

With Schwartz's reagent in tetrahydrofuran

T=20°C; 0.5 h;

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Rx-ID: 37461927 Find similar reactions

Leighty, Matthew W.; Spletstoser, Jared T.; Georg, Gunda I.

Organic Syntheses, 2011 , vol. 88, p. 427 - 437 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 9035432 Find similar reactions

94%

Stage #1: in ethanol

T=20°C; Stage #2: With water in ethanol

T=20°C;

Rohman, Md. Rumum; Rajbangshi, Mantu; Laloo, Badaker M.; Sahu, Priti R.; Myrboh, Bekington

Tetrahedron Letters, 2010 , vol. 51, # 21 p. 2862 - 2864 Title/Abstract Full Text View citing articles Show Details

87%

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; βcyclodextrin in water; acetone

T=20°C; 0.416667 h;

Somi Reddy; Narender; Mahesh; Nageswar; Rama Rao

Synthetic Communications, 2006 , vol. 36, # 24 p. 3771 - 3775 Title/Abstract Full Text View citing articles Show Details

82%

With tetrabutylammonium fluoride; dihydrogen peroxide; vanadium pentoxide in dichloromethane

T=0 - 5°C; 1.25 h;

Mondal, Ejabul; Sahu, Priti Rani; Bose, Gopal; Khan, Abu T.

Journal of the Chemical Society. Perkin Transactions 1, 2002 , # 8 p. 1026 - 1028 Title/Abstract Full Text View citing articles Show Details

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75%

With perchloric acid; dihydrogen peroxide; NH4Br; molibdic acid in dichloromethane

T=0 - 5°C; 3 h;

Mondal, Ejabul; Sahu, Priti Rani; Khan, Abu T.

Synlett, 2002 , # 3 p. 463 - 467 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 9314558 Find similar reactions

92%

With trifluoroacetic acid in dichloromethane

T=25°C; 16 h;

Li, Wei; Li, Jianchang; Wu, Yuchuan; Fuller, Nathan; Markus, Michelle A.

Journal of Organic Chemistry, 2010 , vol. 75, # 4 p. 1077 - 1086 Title/Abstract Full Text View citing articles Show Details

78%

With β-cyclodextrin in methanol; water

T=50°C; 10 h;

Srilakshmi Krishnaveni; Surendra; Arjun Reddy; Nageswar; Rama Rao

Journal of Organic Chemistry, 2003 , vol. 68, # 5 p. 2018 - 2019 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 9652722 Find similar reactions

92%

With water; TiF4

T=60°C; 24 h; screw-capped vial;

Jung, Misuk; Yoon, Jieun; Kim, Hak Sung; Ryu, Jae-Sang

Synthesis, 2010 , # 16 art. no. F04310SS, p. 2713 - 2720 Title/Abstract Full Text View citing articles Show Details

85%

With ammonium acetate

0.00416667 h; microwave irradiation;

Mitra, Alok Kumar; Karchaudhuri, Nilay; De, Aparna

Journal of Chemical Research, 2004 , # 3 p. 237 - 239 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 11880952 Find similar reactions

75.8%

With bis(acetylacetonato) palladium; hydrogen; trimethylacetic anhydride; phenyldicyclohexylphosphine in tetrahydrofuran

T=80°C; P=3750.38 Torr; 20 h; Inert atmosphere;

Goossen, Lukas J.; Khan, Bilal Ahmad; Fett, Thomas; Treu, Matthias

Advanced Synthesis and Catalysis, 2010 , vol. 352, # 13 p. 2166 - 2170 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 3 steps 1: H2SO4

2: NH2NH2*H2O 3: aq. ammonia; potassium ferricyanide View Scheme

Li, Caihong; Song, Baoan; Yan, Kai; Xu, Gangfang; Hu, Deyu; Yang, Song; Jin, Linhong; Xue, Wei; Lu, Ping

Molecules, 2007 , vol. 12, # 2 p. 163 - 172 Title/Abstract Full Text View citing articles Show Details

Hide Experimental Procedure

Istituto Chemioterapico Italiano, S.p.A.

Patent: US4273931 A1, 1981 ; Title/Abstract Full Text Show Details

I:EXAMPLE I

EXAMPLE I 3,4,5-trimethoxybenzyl alcohol was prepared from 3,4,5-trimethoxybenzoic acid and then subsequently oxidized to yield 3,4,5-trimethoxybenzylaldehyde. A

Synthesize Find similar Rx-ID: 29372690 Find similar reactions

With bis(triphenylphosphine)nickel(II) chloride; tetra(n-butyl)ammonium iodide; (S)-(+)-(3,5-dioxa-4phosphacyclohepta[2,1-a:3,4-a']dinaphthalen-4yl)diethylamine; zinc in N,N-dimethyl acetamide

T=45°C; Ullmann reaction; 4 h; Inert atmosphere; optical yield given as percent eeenantioselective reaction;

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Chen, Wen-Wen; Zhao, Qian; Xu, Ming-Hua; Lin, Guo-Qiang

Organic Letters, 2010 , vol. 12, # 5 p. 1072 - 1075 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 29788168 Find similar reactions

A: 76% B: 8%

Stage #1: With lithium diisopropyl amide in tetrahydrofuran

T=-78°C; 1.16667 h; Inert atmosphere; Stage #2: With 1,2-dibromo-1,1,2,2tetrachloroethane in tetrahydrofuran

T=-78°C; 2.16667 h; Inert atmosphere;

Gamadeku, Thywill; Gundersen, Lise-Lotte

Synthetic Communications, 2010 , vol. 40, # 18 p. 2723 - 2735 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 30341678 Find similar reactions

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Multi-step reaction with 2 steps 1: dihydrogen peroxide; sodium hydroxide / ethanol; water / 3 h / 0 °C 2: 1,8-diazabicyclo[5.4.0]undec-7-ene / chloroform-d1 / 4h View Scheme

Han, Haiyong; Zhao, Yu; Cuthbertson, Timothy; Hartman, Rosemarie F.; Rose, Seth D.

Archiv der Pharmazie, 2010 , vol. 343, # 8 p. 429 - 439 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 30341679 Find similar reactions

Multi-step reaction with 2 steps 1: dihydrogen peroxide; sodium hydroxide / ethanol; water / 3 h / 0 °C 2: water-d2; acetonitrile-D3 / 24 h / 37 °C / pH 7.7 / aq. phosphate buffer View Scheme

Han, Haiyong; Zhao, Yu; Cuthbertson, Timothy; Hartman, Rosemarie F.; Rose, Seth D.

Archiv der Pharmazie, 2010 , vol. 343, # 8 p. 429 - 439 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 30341680 Find similar reactions

in water-d2; acetonitrile-D3

T=37°C; pH=7.7; 24 h; aq. phosphate buffer;

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Han, Haiyong; Zhao, Yu; Cuthbertson, Timothy; Hartman, Rosemarie F.; Rose, Seth D.

Archiv der Pharmazie, 2010 , vol. 343, # 8 p. 429 - 439 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 30341681 Find similar reactions

With 1,8-diazabicyclo[5.4.0]undec-7-ene in chloroform-d1

4 h;

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Han, Haiyong; Zhao, Yu; Cuthbertson, Timothy; Hartman, Rosemarie F.; Rose, Seth D.

Archiv der Pharmazie, 2010 , vol. 343, # 8 p. 429 - 439 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 30341685 Find similar reactions

Multi-step reaction with 3 steps 1: sodium hydroxide / methanol / 20 °C / Darkness 2: dihydrogen peroxide; sodium hydroxide / ethanol; water / 3 h / 0 °C 3: 1,8-diazabicyclo[5.4.0]undec-7-ene / chloroform-d1 / 4h View Scheme

Han, Haiyong; Zhao, Yu; Cuthbertson, Timothy; Hartman, Rosemarie F.; Rose, Seth D.

Archiv der Pharmazie, 2010 , vol. 343, # 8 p. 429 - 439 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 30341686 Find similar reactions

Multi-step reaction with 3 steps 1: sodium hydroxide / methanol / 20 °C / Darkness 2: dihydrogen peroxide; sodium hydroxide / ethanol; water / 3 h / 0 °C 3: water-d2; acetonitrile-D3 / 24 h / 37 °C / pH 7.7 / aq. phosphate buffer View Scheme

Han, Haiyong; Zhao, Yu; Cuthbertson, Timothy; Hartman, Rosemarie F.; Rose, Seth D.

Archiv der Pharmazie, 2010 , vol. 343, # 8 p. 429 - 439 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 31425936 Find similar reactions

With nitric acid

T=20°C; 1 h;

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Occhipinti, Giovanni; Liguori, Lucia; Tsoukala, Anna; Bjorsvik, Hans-Rene

Organic Process Research and Development, 2010 , vol. 14, # 6 p. 1379 - 1384 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 8824192 Find similar reactions

85%

With ammonium hydroxide; potassium hexacyanoferrate(III) in dichloromethane; water

T=20°C; 4 h;

Chida; Vani; Chandrasekharam; Srinivasan; Singh

Synthetic Communications, 2001 , vol. 31, # 5 p. 657 - 660 Title/Abstract Full Text View citing articles Show Details

81%

Stage #1: With potassium hexacyanoferrate(III)

Wu, Gang; Guo, Huan-Fang; Gao, Kun; Liu, Yi-Nan; Bastow, Kenneth F.; Morris-Natschke, Susan L.; Lee, Kuo-Hsiung; Xie, Lan

Bioorganic and Medicinal Chemistry Letters, 2008 , vol. 18, # 19 p. 5272 - 5276 Title/Abstract Full Text View citing articles Show Details

Stage #2: With ammonium hydroxide in toluene

Stage #3: in water

T=20°C;

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With ammonium hydroxide; potassium hexacyanoferrate(III)

Li, Caihong; Song, Baoan; Yan, Kai; Xu, Gangfang; Hu, Deyu; Yang, Song; Jin, Linhong; Xue, Wei; Lu, Ping

Molecules, 2007 , vol. 12, # 2 p. 163 - 172 Title/Abstract Full Text View citing articles Show Details

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Multi-step reaction with 2 steps 1: pyridine 2: Na2CO3; ethylene glycol / 150 - 160 °C View Scheme

Buchanan; Cook; Loudon

Journal of the Chemical Society, 1944 , p. 325,327 Full Text Show Details

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Rx-ID: 28164030 Find similar reactions

96%

With caesium carbonate in ethylene glycol dimethyl ether

T=145°C; 0.416667 h; Microwave irradiationInert atmosphereSealed vessel;

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Maras, Nenad; Polanc, Slovenko; Kocevar, Marijan

Tetrahedron, 2008 , vol. 64, # 51 p. 11618 - 11624 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 2206948 Find similar reactions

A: 92% B: 3.5%

With copper

T=250°C; 0.25 h;

Brown, Eric; Robin, Jean-Pierre; Dhal, Robert

Tetrahedron, 1982 , vol. 38, # 16 p. 2569 - 2580 Title/Abstract Full Text View citing articles Show Details

A: 73.5% B: 23.5%

T=190°C; 1 h; other temperatures and other reaction times; Product distribution;

Brown, Eric; Robin, Jean-Pierre; Dhal, Robert

Tetrahedron, 1982 , vol. 38, # 16 p. 2569 - 2580 Title/Abstract Full Text View citing articles Show Details

A: 25% B: 50%

T=320°C; 0.0833333 h;

Brown, Eric; Robin, Jean-Pierre; Dhal, Robert

Tetrahedron, 1982 , vol. 38, # 16 p. 2569 - 2580 Title/Abstract Full Text View citing articles Show Details

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A: 50% B: 30%

With zinc; bis(triphenylphosphine)nickel(II) chloride in N,N-dimethyl-formamide

T=60°C; Ullmann-pinacol coupling; 9 h;

Lin, Shuang-Zheng; Chen, Qing-An; You, Tian-Pa

Synlett, 2007 , # 13 p. 2101 - 2105 Title/Abstract Full Text View citing articles Show Details

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With molybdenum(VI) oxide on silica in water; acetone

0.85 h; Heating;

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Rx-ID: 10212791 Find similar reactions

Bhosale, Rajesh S.; Bhosale, Sidhanath V.; Bhosale, Sheshanath V.; Solanke, Kuldeep S.; Pawar, Rajendra P.; Chougule, Harish S.; Dongare, Mohan K.

Synthetic Communications, 2006 , vol. 36, # 5 p. 659 - 663 Title/Abstract Full Text View citing articles Show Details

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92%

With aluminum oxide; potassium permanganate

T=20°C; 0.0166667 h;

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Rx-ID: 9981732 Find similar reactions

Imanzadeh Karkaragh; Eskandari

Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry, 2005 , vol. 44, # 7 p. 1392 - 1394 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 9998935 Find similar reactions

A: 80 % Spectr. B: 20 % Spectr.

With dihydrogen peroxide; potassium carbonate in methanol

T=20°C; 15 h;

Holt Jr., Herman; LeBlanc, Regan; Dickson, John; Brown, Toni; Maddox, Jessica R.; Lee, Moses

Heterocyclic Communications, 2005 , vol. 11, # 6 p. 465 - 470 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar Rx-ID: 9999102 Find similar reactions

A: 50 % Spectr. B: 50 % Spectr.

With dihydrogen peroxide; potassium carbonate in methanol

T=20°C; 15 h;

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Holt Jr., Herman; LeBlanc, Regan; Dickson, John; Brown, Toni; Maddox, Jessica R.; Lee, Moses

Heterocyclic Communications, 2005 , vol. 11, # 6 p. 465 - 470 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 9999925 Find similar reactions

A: 66.7 % Spectr. B: 33.3 % Spectr.

With dihydrogen peroxide; potassium carbonate in methanol

T=20°C; 15 h;

Holt Jr., Herman; LeBlanc, Regan; Dickson, John; Brown, Toni; Maddox, Jessica R.; Lee, Moses

Heterocyclic Communications, 2005 , vol. 11, # 6 p. 465 - 470 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 10001575 Find similar reactions

A: 80 % Spectr. B: 20 %

With dihydrogen peroxide; potassium carbonate in methanol

T=20°C; 15 h;

Holt Jr., Herman; LeBlanc, Regan; Dickson, John; Brown, Toni; Maddox, Jessica R.; Lee, Moses

Heterocyclic Communications, 2005 , vol. 11, # 6 p. 465 - 470 Title/Abstract Full Text View citing articles Show Details

Spectr.

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Synthesize Find similar Rx-ID: 10001831 Find similar reactions

A: 69.3 % Spectr. B: 7.6 % Spectr. C: 23.1 % Spectr.

With dihydrogen peroxide; potassium carbonate in methanol

T=20°C; 15 h;

Holt Jr., Herman; LeBlanc, Regan; Dickson, John; Brown, Toni; Maddox, Jessica R.; Lee, Moses

Heterocyclic Communications, 2005 , vol. 11, # 6 p. 465 - 470 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 10041215 Find similar reactions

A: 14.3 % Spectr. B: 85.7 % Spectr.

With dihydrogen peroxide; potassium carbonate in methanol

T=20°C; 15 h;

Holt Jr., Herman; LeBlanc, Regan; Dickson, John; Brown, Toni; Maddox, Jessica R.; Lee, Moses

Heterocyclic Communications, 2005 , vol. 11, # 6 p. 465 - 470 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 10041579

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A: 83.3 % Spectr. B: 16.7 % Spectr.

With dihydrogen peroxide; potassium carbonate in methanol

T=20°C; 15 h;

Holt Jr., Herman; LeBlanc, Regan; Dickson, John; Brown, Toni; Maddox, Jessica R.; Lee, Moses

Heterocyclic Communications, 2005 , vol. 11, # 6 p. 465 - 470 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 10041596 Find similar reactions

A: 25 % Spectr. B: 75 % Spectr.

With dihydrogen peroxide; potassium carbonate in methanol

T=20°C; 15 h;

Holt Jr., Herman; LeBlanc, Regan; Dickson, John; Brown, Toni; Maddox, Jessica R.; Lee, Moses

Heterocyclic Communications, 2005 , vol. 11, # 6 p. 465 - 470 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 2207231 Find similar reactions

92%

With antimony(V) pentachloride in dichloromethane

T=20°C; 2 h;

Narsaiah, A. Venkat; Nagaiah

Synthesis, 2003 , # 12 p. 1881 - 1882 Title/Abstract Full Text View citing articles Show Details

90%

With Lanthanum chloride; sodium dihydrogenphosphate in water; acetonitrile

T=20°C; 18 h;

Narsaiah, A. Venkat; Nagaiah

Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2003 , vol. 42, # 9 p. 2045 - 2047 Title/Abstract Full Text View citing articles Show Details

76%

With TriEACC in 1,2-dichloro-ethane

2 h;

Gundu Rao, C.; Radhakrishna, Arakali S.; Bali Singh, Bajrang; Bhatnagar, Surendra P.

Synthesis, 1983 , # 10 p. 808 Title/Abstract Full Text Show Details

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95%

Rx-ID: 5598371 Find similar reactions

Wyeth

Patent: US2003/204064 A1, 2003 ; Location in patent: Page/Page column 3 ; Title/Abstract Full Text Show Details

15 g (92%)

4:EXAMPLE 4

Hide Experimental Procedure

Kametani et al.

Journal of the Chemical Society [Section] C: Organic, 1971 , p. 1805 Full Text Show Details

Perun et al.

Journal of Organic Chemistry, 1963 , vol. 28, p. 2937,2942 Full Text Show Details

Ayres et al.

Journal of the Chemical Society, 1965 , p. 3578 Full Text Show Details

Kametani et al.

Yakugaku Zasshi, 1966 , vol. 86, p. 913,917 Chem.Abstr., 1966 , vol. 65, # 28631 Full Text Show Details

Cacchi et al.

Synthesis, 1979 , p. 356 Full Text Show Details

Schnitzer; De Serra

Canadian Journal of Chemistry, 1973 , vol. 51, p. 1554,1562 Full Text Show Details

Sotgin

Corriere del Farmacista, 1967 , vol. 22, p. 198,199,200 Chem.Abstr., vol. 68, # 49247d Full Text Show Details

Hoffmann-LaRoche and Co.

Patent: DE2248337 , 1972 ; Chem.Abstr., vol. 80, # 14741 Full Text Show Details

Costa et al.

Journal of Heterocyclic Chemistry, 1974 , vol. 11, p. 943,947,948 Full Text Show Details

Abdel-Rahman et al.

Journal of Chemistry of the United Arab Republic, 1968 , vol. 11, p. 401 Full Text Show Details

Rachliw et al.

Organic Syntheses, 1971 , vol. 51, p. 8 Full Text Show Details

Pigulevskii; Bakina

J. Appl. Chem. USSR (Engl. Transl.), 1965 , vol. 38, p. 1113,1091,1093 Full Text Show Details

Seshadri; Kulkarni

Journal of Scientific and Industrial Research, Section B: Physical Sciences, 1960 , vol. 19, p. 159 Full Text Show Details

Ferris; Antonucci

Journal of the Chemical Society [Section] D: Chemical Communications, 1971 , p. 1294 Full Text View citing articles Show Details

Sarbhai; Mathur

Indian Journal of Chemistry, 1963 , vol. 1, p. 482,483 Full Text Show Details

International Telephone and Telegraph Corporation

Patent: US4453004 A1, 1984 ; Title/Abstract Full Text Show Details

EXAMPLE 4 In an apparatus similar to Example 1, 15.2 g (0.083 mol) of syringaldehyde and 15.0 g (0.11 mol) of potassium carbonate were heated to 105° C. under nitrogen and 15 ml (0.12 mol) of trimethyl phosphate were added over 10 minutes. The mixture was maintained at about 80° C. for 3 hours then cooled to 45° C. and quenched with 50 ml of H2 O. The tan solid which precipitated was collected, washed with 3*50 ml of water and dried to give 15 g (92percent) of 3,4,5-trimethoxybenzaldehyde. Hide Details

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Domtar Limited

Patent: US4065504 A1, 1977 ; Title/Abstract Full Text Show Details

2:EXAMPLE 2

EXAMPLE 2 50g of syringealdehyde (0.275 mol) 40g of sodium carbonate (0.38 mol) and 53.4g of dimethyl sulfate (0.42 mol) were placed in a round-bottom flask and heated substantially as in Example 1. When the temperature reached 75° C the reaction mixture became fluid but after 30 minutes at a temperature between 80° and 87° it began to thicken again. 30 ml. of water was then added dropwise while the temperature was maintained for 1.2 hours. On completion of the reaction 250 ml of hot water was added to the mixture. Then the mixture was cooled, the solidified organic material separated by filtration, washed with water and vacuum dried. The yield of 3,4,5-trimethoxybenzaldehyde was 99.6percent with about 0.4percent syringealdehyde remaining.

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Domtar Limited

Patent: US4065504 A1, 1977 ; Title/Abstract Full Text Show Details

4:EXAMPLE 4

EXAMPLE 4 25.0g syringealdehyde (0.137 mol), 26.6g of dimethyl sulfate (0.211 mol), and 27.7 g. of potassium carbonate (0.201 mol) were heated with stirring as in Example 1. When the temperature reached 45° C the mixture became fluid and carbon dioxide was given off. The temperature was slowly increased to 75° C and held at this value for 1 hour. Addition of water, acidification, and benzene extraction gave a quantitative yield of 3,4,5-trimethoxybenzaldehyde which contained no detectable syringealdehyde or other impurities as determined by g.l.c. analysis.

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Hoffmann-La Roche Inc.

Patent: US4218567 A1, 1980 ; Title/Abstract Full Text Show Details

Exemplary of the substituted aromatic compounds of formula I which can be prepared by the process of the invention are: 3,4,5-trimethoxybenzaldehyde, 3,4,5-trimethoxybenzoic acid, 3,4-dimethoxytoluene, 3,5-dimethoxy-4-methylbenzoic acid,

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NIPPON SHOKUBAI CO., LTD.

Patent: EP459729 A1, 1991 ; Title/Abstract Full Text Show Details

12:Example 12

Example 12 3,4,5-Trimethoxybenzaldehyde was obtained by following the procedure of Example 9, except that 3,4,5-trimethoxytoluene was used as a raw material in the place of p-methoxytoluene. The results are shown in Table 4.

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Rx-ID: 8743987 Find similar reactions

96%

Stage #1: With acetyl chloride; sodium nitrite in dichloromethane

T=0 - 5°C; 0.25 h; Stage #2: With water in dichloromethane

T=0 - 20°C; 1.25 h;

Khan, Abu T.; Mondal, Ejabul; Sahu, Priti R.

Synlett, 2003 , # 3 p. 377 - 381 Title/Abstract Full Text View citing articles Show Details

86%

With tetra-n-butylammonium tribromide in dichloromethane

T=0 - 5°C; 0.5 h;

Mondal; Bose; Khan

Synlett, 2001 , # 6 p. 785 - 786 Title/Abstract Full Text View citing articles Show Details

76%

With tert.-butylhydroperoxide in methanol; water

Heating;

Barhate, Nivrutti B; Shinde, Popat D; Mahajan, Vishal A; Wakharkar, Radhika D

Tetrahedron Letters, 2002 , vol. 43, # 34 p. 6031 - 6033 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 8779975 Find similar reactions

96%

With tetra-n-butylammonium tribromide in dichloromethane

T=0 - 5°C; 0.0833333 h;

Mondal; Bose; Khan

Synlett, 2001 , # 6 p. 785 - 786 Title/Abstract Full Text View citing articles Show Details

96%

Stage #1: With acetyl chloride; sodium nitrite in dichloromethane

T=0 - 5°C; 0.25 h; Stage #2: With water in dichloromethane

T=0 - 20°C; 0.5 h;

Khan, Abu T.; Mondal, Ejabul; Sahu, Priti R.

Synlett, 2003 , # 3 p. 377 - 381 Title/Abstract Full Text View citing articles Show Details

94%

With dihydrogen peroxide; vanadium pentoxide; NH4Br in dichloromethane; water

T=0 - 5°C; 1.5 h;

Mondal, Ejabul; Bose, Gopal; Sahu, Priti Rani; Khan, Abu T.

Chemistry Letters, 2001 , # 11 p. 1158 - 1159 Title/Abstract Full Text View citing articles Show Details

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80%

With ammonium heptamolybdate; dihydrogen peroxide; NH4Br; perchloric acid in dichloromethane; water

T=0 - 5°C; 0.5 h;

Khan; Boruwa; Mondal; Bose

Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2001 , vol. 40, # 11 p. 1039 - 1042 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 9212969 Find similar reactions

87%

With β-cyclodextrin; 1-hydroxy-3H-benz[d] [1,2]iodoxole-1,3-dione in acetone

T=20°C; 2.5 h;

Krishnaveni, N. Srilakshmi; Surendra, K.; Nageswar, Y. V. D.; Rao, K. Rama

Synthesis, 2003 , # 15 p. 2295 - 2297 Title/Abstract Full Text Show Details

75%

With tert.-butylhydroperoxide in methanol; water

Heating;

Barhate, Nivrutti B; Shinde, Popat D; Mahajan, Vishal A; Wakharkar, Radhika D

Tetrahedron Letters, 2002 , vol. 43, # 34 p. 6031 - 6033 Title/Abstract Full Text View citing articles Show Details

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73%

With molecular sieve; pyridinium chlorochromate in dichloromethane

T=20°C; 8 h;

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Rx-ID: 9311686 Find similar reactions

Fernandes, Rodney A.; Kumar, Pradeep

Tetrahedron Letters, 2003 , vol. 44, # 6 p. 1275 - 1278 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 9405184 Find similar reactions

With [(me4-salen)CrV(O)(pyO)]CF3SO3 in acetonitrile

Title compound not separated from byproducts;

Lepage, Carmela R. Jackson; Mihichuk, Lynn; Lee, Donald G.

Canadian Journal of Chemistry, 2003 , vol. 81, # 1 p. 75 - 80 Title/Abstract Full Text Show Details

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79%

With sodium periodate; osmium(VIII) oxide; N-benzylN,N,N-triethylammonium chloride in tetrahydrofuran; water

0.0166667 h; microwave irradiation;

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Rx-ID: 9520209 Find similar reactions

Sinha, Arun K.; Joshi, Bhupendra P.; Acharya, Ruchi

Chemistry Letters, 2003 , vol. 32, # 8 p. 780 - 781 Title/Abstract Full Text View citing articles Show Details

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With ammonium cerium(IV) nitrate in acetonitrile

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Rx-ID: 9259670 Find similar reactions

Lai, Sheng; Lee, Donald G.

Tetrahedron, 2002 , vol. 58, # 49 p. 9879 - 9887 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 9259671 Find similar reactions

With ammonium cerium(IV) nitrate in acetic acid; acetonitrile

Lai, Sheng; Lee, Donald G.

Tetrahedron, 2002 , vol. 58, # 49 p. 9879 - 9887 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 14644732 Find similar reactions

Multi-step reaction with 3 steps 1.1: Br2 / 1,2-dichloro-benzene / 4.5 h / 40 - 160 °C 2.1: 91.4 g / H2O / 1,2-dichloro-benzene / 4 h / 120 °C 3.1: cuprous chloride / dimethylformamide; methanol / 3 h / 120 °C 3.2: 82.6 percent / 30 percent aq. NaOH / 3 h / pH 8.5 9.3 View Scheme

Ji, Ya-Fei; Zong, Zhi-Min; Wei, Xian-Yong

Synthetic Communications, 2002 , vol. 32, # 18 p. 2809 - 2814 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 14652292 Find similar reactions

Multi-step reaction with 2 steps 1.1: 91.4 g / H2O / 1,2-dichloro-benzene / 4 h / 120 °C 2.1: cuprous chloride / dimethylformamide; methanol / 3 h / 120 °C 2.2: 82.6 percent / 30 percent aq. NaOH / 3 h / pH 8.5 9.3 View Scheme

Ji, Ya-Fei; Zong, Zhi-Min; Wei, Xian-Yong

Synthetic Communications, 2002 , vol. 32, # 18 p. 2809 - 2814 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 3 steps 1: 0.1 N aq. HCl / methanol / 4.5 h / 5 °C 2: 88 percent / Cu2Cl2 / dimethylformamide / 2.5 h / 97 °C 3: 91.5 percent / Na2CO3, KOH / acetone; H2O / 18 h / Heating View Scheme

Manchand, Percy S.; Belica, Peter S.; Wong, Harry S.

Synthetic Communications, 1990 , vol. 20, # 17 p. 2659 - 2666 Title/Abstract Full Text Show Details

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Rx-ID: 4955521 Find similar reactions

92%

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione in tetrahydrofuran; dimethyl sulfoxide

0.416667 h; Ambient temperature;

Bose, D. Subhas; Srinivas

Synlett, 1998 , # 9 p. 977 - 978 Title/Abstract Full Text View citing articles Show Details

92%

With silica gel; iron(III) chloride

0.03 h; microwave irradiation;

Bose; Venkat Narsaiah; Ravinder Goud

Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2001 , vol. 40, # 8 p. 719 - 721 Title/Abstract Full Text View citing articles Show Details

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B: 14.5%

Stage #1: With [iron(II)(H2O)6](perchlorate)2 in methanol

Stage #2: With dihydrogen peroxide in acetonitrile

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Mekmouche, Yasmina

Angewandte Chemie - International Edition, 2001 , vol. 40, # 5 p. 949 - 952 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 5292953 Find similar reactions

92%

With triethylene diamine nickel thiosulfate; water in chloroform

T=20°C; Hydrolysis; 0.0833333 h;

Kamal; Arifuddin; Rao

Synlett, 2000 , # 10 p. 1482 - 1484 Title/Abstract Full Text View citing articles Show Details

87%

With chloro-trimethyl-silane; sodium iodide in water; acetonitrile

deprotection; 0.0833333 h;

Kamal, Ahmed; Ramana, K. Venkata; Arifuddin

Chemistry Letters, 1999 , # 8 p. 827 - 828 Title/Abstract Full Text View citing articles Show Details

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98%

Stage #1: With tert.-butylnitrite in benzene

Nitrosation; Stage #2: in benzene

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Rx-ID: 8520792 Find similar reactions

Paredes; Alonso

Journal of Organic Chemistry, 2000 , vol. 65, # 8 p. 2292 - 2304 Title/Abstract Full Text View citing articles Show Details

T=0°C; Elimination; Photolysis; Further stages.;

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Rx-ID: 11012167 Find similar reactions

in benzene

Acetoxylation; radical Brook rearrangement; Heating; Title compound not separated from byproducts.;

Paredes; Alonso

Journal of Organic Chemistry, 2000 , vol. 65, # 8 p. 2292 - 2304 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 5220650 Find similar reactions

A: 13 % Spectr. B: 87 % Spectr.

in benzene

Oxidation; Heating;

Paredes, Maria Dolores; Alonso, Ricardo

Tetrahedron Letters, 1999 , vol. 40, # 20 p. 3973 - 3976 Title/Abstract Full Text View citing articles Show Details

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100%

With silica gel

Hydrolysis;

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Rx-ID: 5231316 Find similar reactions

Paredes, Maria Dolores; Alonso, Ricardo

Tetrahedron Letters, 1999 , vol. 40, # 20 p. 3973 - 3976

Title/Abstract Full Text View citing articles Show Details

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94%

With potassium peroxomonosulphate in water; acetic acid

T=40 - 45°C; Oxidation; 0.5 h;

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Rx-ID: 5298571 Find similar reactions

Bose, D. Subhas; Vanajatha; Srinivas

Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1999 , vol. 38, # 7 p. 835 - 836 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 8539815 Find similar reactions

Stage #1: With dicobalt octacarbonyl; triethylamine in diethyl ether

T=20°C; deoximation; 0.25 h; Stage #2: With water in methanol

T=20°C; Hydrolysis; 0.5 h;

Mukai, Chisato; Nomura, Izumi; Kataoka, Osamu; Hanaoka, Miyoji

Synthesis, 1999 , # 11 p. 1872 - 1874 Title/Abstract Full Text View citing articles Show Details

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Multi-step reaction with 2 steps 1: 92 percent Spectr. / 1,4-dichlorobenzene / benzened6 / 0.03 h / 35 °C 2: 100 percent / silica gel View Scheme

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Rx-ID: 16327407 Find similar reactions

Paredes, Maria Dolores; Alonso, Ricardo

Tetrahedron Letters, 1999 , vol. 40, # 20 p. 3973 - 3976 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 4892260 Find similar reactions

A: 70% B: 10%

With sodium carbonate in acetone

5 h; Heating;

Ellis, James E.; Lenger, Steven R.

Synthetic Communications, 1998 , vol. 28, # 9 p. 1517 - 1524 Title/Abstract Full Text View citing articles Show Details

A: 70% B: 10%

With sodium carbonate in acetone

5 h; Heating;

Ellis, James E.; Lenger, Steven R.

Synthetic Communications, 1998 , vol. 28, # 9 p. 1517 - 1524 Title/Abstract Full Text View citing articles Show Details

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Multi-step reaction with 2 steps 1: 60 percent / NaOH, Cu / H2O / 25.5 h / 101 °C 2: 10 percent / Na2CO3 / acetone / 5 h / Heating View Scheme

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Rx-ID: 16913829 Find similar reactions

Ellis, James E.; Lenger, Steven R.

Synthetic Communications, 1998 , vol. 28, # 9 p. 1517 - 1524 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 4764361 Find similar reactions

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50%

With potassium carbonate; potassium iodide in dimethyl sulfoxide

24 h; Ambient temperature;

Nasreen, Amber; Gundlach, Heidrun; Zenk, Meinhart H.

Phytochemistry, 1997 , vol. 46, # 1 p. 107 - 115 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 4773856 Find similar reactions

A: 2.8 % Spectr. B: 8.0 % Spectr. C: 19.0 % Spectr.

With Co(III)W in water; acetic acid

1 h; Ambient temperature; Product distribution;

Baciocchi, Enrico; Lanzalunga, Osvaldo; Pirozzi, Bruno

Tetrahedron, 1997 , vol. 53, # 36 p. 12287 - 12298 Title/Abstract Full Text View citing articles Show Details

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Hide Experimental Procedure

Rx-ID: 24377346 Find similar reactions

Adir et Compagnie

Patent: US5179091 A1, 1993 ; Title/Abstract Full Text Show Details

8:4-methyl-7-(3',5'-di-tert-butyl-4'-hydroxycinnamoyl)-1,4-benzoxazin-3-one

EXAMPLE 8 4-methyl-7-(3',5'-di-tert-butyl-4'-hydroxycinnamoyl)-1,4-benzoxazin-3-one Using the procedure described in Example 1, but replacing 5-acetyl-3-methylbenzoxazolinone by 7-acetyl-3-methyl-1,4-benzoxazinone, the product of the title is obtained. Recrystallization solvent: methanol Melting point: 174-176° C. Spectral characteristics: In agreement with the structure Using the procedures described in the preceding examples, and replacing 3,5-di-tert-butyl-4-hydroxybenzaldehyde by 3,4,5-trimethoxybenzaldehyde, the following are obtained, respectively: A

Synthesize Find similar Rx-ID: 2768910 Find similar reactions

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A: 6.4 mg B: 16% C: 4% D: 63%

With dipotassium peroxodisulfate; copper(II) sulfate in water; acetonitrile

1.3 h; Heatingother flavan-3-ols;

Mouton, C. Hendrik L.; Steenkamp, Jacobus A.; Young, Desmond A.; Bezuidenhoudt, Barend C. B.; Ferreira, Daneel

Tetrahedron, 1990 , vol. 46, # 19 p. 6885 - 6894 Title/Abstract Full Text View citing articles Show Details

A: 6.4 mg B: 16% C: 4% D: 63%

With dipotassium peroxodisulfate; copper(II) sulfate in water; acetonitrile

1.3 h; Heating;

Mouton, C. Hendrik L.; Steenkamp, Jacobus A.; Young, Desmond A.; Bezuidenhoudt, Barend C. B.; Ferreira, Daneel

Tetrahedron, 1990 , vol. 46, # 19 p. 6885 - 6894 Title/Abstract Full Text View citing articles Show Details

A: 6.4 mg B: 16% C: 4% D: 63%

With dipotassium peroxodisulfate; copper(II) sulfate in water; acetonitrile

1.3 h; Heating;

Mouton, C. Hendrik L.; Steenkamp, Jacobus A.; Young, Desmond A.; Bezuidenhoudt, Barend C. B.; Ferreira, Daneel

Tetrahedron, 1990 , vol. 46, # 19 p. 6885 - 6894 Title/Abstract Full Text View citing articles Show Details

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A: 6.4 mg B: 16% C: 4% D: 63%

With dipotassium peroxodisulfate; copper(II) sulfate in water; acetonitrile

1.3 h; Heating;

Mouton, C. Hendrik L.; Steenkamp, Jacobus A.; Young, Desmond A.; Bezuidenhoudt, Barend C. B.; Ferreira, Daneel

Tetrahedron, 1990 , vol. 46, # 19 p. 6885 - 6894 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 3549739 Find similar reactions

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96%

With sodium hydroxide; adogen 464 in dichloromethane; water

16 h; Ambient temperature;

Rao, Durvasula V.; Stuber, F. A.

Synthesis, 1983 , # 4 p. 308 Title/Abstract Full Text Show Details

91.5%

With potassium hydroxide; sodium carbonate in water; acetone

18 h; Heating;

Manchand, Percy S.; Belica, Peter S.; Wong, Harry S.

Synthetic Communications, 1990 , vol. 20, # 17 p. 2659 - 2666 Title/Abstract Full Text Show Details

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9 g

With potassium carbonate in acetone

2 h; Heating;

Puri, S. C.; Anand, S. M.; Atal, C. K.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1985 , vol. 24, p. 294 - 295 Title/Abstract Full Text Show Details

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Rx-ID: 19358644 Find similar reactions

Multi-step reaction with 2 steps 1: 18 g / CuCl2 / dimethylformamide / 1 h / 120 °C 2: 9 g / K2CO3 / acetone / 2 h / Heating View Scheme

Puri, S. C.; Anand, S. M.; Atal, C. K.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1985 , vol. 24, p. 294 - 295 Title/Abstract Full Text Show Details

Multi-step reaction with 2 steps 1: 1 g / 2.5 percent aq. NaOH / 2 h / Heating 2: 76.5 percent / CuCl2 / dimethylformamide / 120 °C View Scheme

Puri, S. C.; Anand, S. M.; Atal, C. K.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1985 , vol. 24, p. 294 - 295 Title/Abstract Full Text Show Details

Multi-step reaction with 2 steps 1: 83 percent / CuCl2 / dimethylformamide; methanol / 1 h / 100 °C 2: 96 percent / NaOH / Adogen 464 / H2O; CH2Cl2 / 16 h / Ambient temperature View Scheme

Rao, Durvasula V.; Stuber, F. A.

Synthesis, 1983 , # 4 p. 308 Title/Abstract Full Text Show Details

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Multi-step reaction with 2 steps 1: 91 percent / Cu2Cl2 / dimethylformamide / 2.5 h / 97 °C 2: 91.5 percent / Na2CO3, KOH / acetone; H2O / 18 h / Heating View Scheme

Manchand, Percy S.; Belica, Peter S.; Wong, Harry S.

Synthetic Communications, 1990 , vol. 20, # 17 p. 2659 - 2666 Title/Abstract Full Text Show Details

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Multi-step reaction with 3 steps 1: 95 percent / Br2 / acetic acid / 1 h 2: 83 percent / CuCl2 / dimethylformamide; methanol / 1 h / 100 °C

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Rx-ID: 21269787 Find similar reactions

Rao, Durvasula V.; Stuber, F. A.

Synthesis, 1983 , # 4 p. 308 Title/Abstract Full Text Show Details

3: 96 percent / NaOH / Adogen 464 / H2O; CH2Cl2 / 16 h / Ambient temperature View Scheme

Multi-step reaction with 3 steps 1: 95 percent / Br2 / methanol / 1 h / Ambient temperature 2: 91 percent / Cu2Cl2 / dimethylformamide / 2.5 h / 97 °C 3: 91.5 percent / Na2CO3, KOH / acetone; H2O / 18 h / Heating View Scheme

Manchand, Percy S.; Belica, Peter S.; Wong, Harry S.

Synthetic Communications, 1990 , vol. 20, # 17 p. 2659 - 2666 Title/Abstract Full Text Show Details

Synthesize Find similar Multi-step reaction with 4 steps 1: Br2 / chlorobenzene / 4.5 h / Heating 2: 0.1 N aq. HCl / methanol / 4.5 h / 5 °C 3: 88 percent / Cu2Cl2 / dimethylformamide / 2.5 h / 97 °C 4: 91.5 percent / Na2CO3, KOH / acetone; H2O / 18 h / Heating View Scheme

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Rx-ID: 21713990 Find similar reactions

Manchand, Percy S.; Belica, Peter S.; Wong, Harry S.

Synthetic Communications, 1990 , vol. 20, # 17 p. 2659 - 2666 Title/Abstract Full Text Show Details