Query Query OH
1. Query
O
OH
Results
Date
8 reactions in Reaxys
2017-11-03 10h:12m:38s (EST)
Search as: As drawn, No salts, No mixtures
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HO
HO
O
Rx-ID: 2013369 View in Reaxys 1/8 Yield 100 %
Conditions & References With 2,2,6,6-tetramethyl-piperidine-N-oxyl, sodium hypochlorite, sodium chlorite in acetonitrile, T= 35 °C , pH 6.7 Zhao; Li; Mano; Song; Tschaen; Grabowski; Reider; Journal of Organic Chemistry; vol. 64; nb. 7; (1999); p. 2564 - 2566 View in Reaxys
98 %
With hydrogenchloride, 2,2,6,6-tetramethyl-piperidine-N-oxyl, Amberlite IRA 900 chlorite in dichloromethane, Time= 4h, T= 20 °C Kloth, Katrin; Bruenjes, Marco; Kunst, Eike; Joege, Thomas; Gallier, Florian; Adibekian, Alexander; Kirschning, Andreas; Advanced Synthesis and Catalysis; vol. 347; nb. 10; (2005); p. 1423 - 1434 View in Reaxys
96 %
With chromium(VI) oxide, periodic acid in water, acetonitrile, T= 0 °C Zhao, Mangzhu; Li, Jing; Song, Zhiguo; Desmond, Richard; Tschaen, David M.; Grabowski, Edward J. J.; Reider, Paul J.; Tetrahedron Letters; vol. 39; nb. 30; (1998); p. 5323 - 5326 View in Reaxys
96 %
With chromium(VI) oxide, periodic acid in water, acetonitrile, T= 0 °C , oxidation of various alcohols, Product distribution Zhao, Mangzhu; Li, Jing; Song, Zhiguo; Desmond, Richard; Tschaen, David M.; Grabowski, Edward J. J.; Reider, Paul J.; Tetrahedron Letters; vol. 39; nb. 30; (1998); p. 5323 - 5326 View in Reaxys
93 %
With ruthenium trichloride, sodium periodate in ethyl acetate, acetonitrile, Time= 2h, T= 20 °C , Oxidation Prashad, Mahavir; Lu, Yansong; Kim, Hong-Yong; Hu, Bin; Repic, Oljan; Blacklock, Thomas J.; Synthetic Communications; vol. 29; nb. 17; (1999); p. 2937 - 2942 View in Reaxys
91 %
With sodium tetrahydroborate, 1 Pd/C, water, potassium hydoxide in methanol, Time= 17h, T= 20 °C , In air An, Gwangil; Ahn, Hyunseok; De Castro, Kathlia A.; Rhee, Hakjune; Synthesis; nb. 3; (2010); p. 477 - 485; Art.No: F19009SS View in Reaxys
90 %
Stage 1: With C29H44Cl2N2Ru, sodium hydroxide in water, Time= 24h, Reflux Stage 2: With hydrogenchloride in water Malineni, Jagadeesh; Keul, Helmut; Möller, Martin; Dalton Transactions; vol. 44; nb. 39; (2015); p. 17409 - 17414 View in Reaxys
78 %
Stage 1: With C20H28ClN2OPRu, water, sodium hydroxide, Time= 18h, Inert atmosphere, Reflux Stage 2:Acidic conditions Balaraman, Ekambaram; Khaskin, Eugene; Leitus, Gregory; Milstein, David; Nature Chemistry; vol. 5; nb. 2; (2013); p. 122 - 125 View in Reaxys
75 %
Stage 1: With [RuCl2(p-cymene)(iPr2-imy)], tricyclohexylphosphine tetrafluoroborate, potassium hydoxide in toluene, Time= 24h, Schlenk technique, Inert atmosphere, Reflux
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Stage 2: With hydrogenchloride in water, pH= 1, Reagent/catalyst Santilli, Carola; Makarov, Ilya S.; Fristrup, Peter; Madsen, Robert; Journal of Organic Chemistry; vol. 81; nb. 20; (2016); p. 9931 - 9938 View in Reaxys 40 %
With sodium bromate, hydrogen bromide, tert-butyl alcohol in tetrachloromethane, water, Time= 2h, Ambient temperature Veeraiah, T.; Periasamy, M.; Synthetic Communications; vol. 19; nb. 11-12; (1989); p. 2151 - 2158 View in Reaxys With acetobacter sp. ALEG in water, Time= 3h Gandolfi, Raffaella; Ferrara, Nicola; Molinari, Francesco; Tetrahedron Letters; vol. 42; nb. 3; (2001); p. 513 - 514 View in Reaxys
33 % Chromat.
With N -hydroxyphthalimide, oxygen, benzaldehyde, nickel-cobalt-chromium in acetic acid, Time= 7h, T= 22 °C , p= 750.06Torr De Vondervoort, Lizette Schmieder-van; Bouttemy, Sabine; Heu, Ferdinand; Weissenboeck, Kurt; Alsters, Paul L.; European Journal of Organic Chemistry; nb. 3; (2003); p. 578 - 586 View in Reaxys With ruthenium trichloride, (NH4)2Ce(NO3)2, nitric acid in acetonitrile, T= 24.85 °C , Kinetics Rao, N. Vijaya Bhaskar; Rao, M. Anand; Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry; vol. 44; nb. 1; (2005); p. 80 - 84 View in Reaxys
86 % Chromat.
With NADH oxidase, nicotinamide adenine dinucleotide, 2-phenylethanol dehydrogenase, phenylacetaldehyde dehydrogenase, Time= 12h, T= 25 °C , p= 760.051Torr , pH= 9.0 Hirano, Jun-ichiro; Miyamoto, Kenji; Ohta, Hiromichi; Tetrahedron Letters; vol. 49; nb. 7; (2008); p. 1217 - 1219 View in Reaxys With Oxone in water, Time= 21h, T= 70 °C , chemoselective reaction Wu, Shang; Ma, Hengchang; Lei, Ziqiang; Synlett; nb. 18; (2010); p. 2818 - 2822 View in Reaxys Reaction Steps: 2 1: oxygen / 5 h / 120 °C / Neat (no solvent) 2: oxygen / 5 h / 120 °C / Neat (no solvent) With oxygen Choudhary, Vasant R.; Dumbre, Deepa K.; Catalysis Communications; vol. 13; nb. 1; (2011); p. 82 - 86 View in Reaxys With Acetobacter sp. MIM 2000/61 in water, Time= 1h, T= 28 °C , pH= 7.5, phosphate buffer, Enzymatic reaction Zambelli, Paolo; Pinto, Andrea; Romano, Diego; Crotti, Elena; Conti, Paola; Tamborini, Lucia; Villa, Raffaella; Molinari, Francesco; Green Chemistry; vol. 14; nb. 8; (2012); p. 2158 - 2161 View in Reaxys With tetrakis(tetrabutylammonium)decatungstate(VI), dihydrogen peroxide in water, 1,2-dichloro-ethane, Time= 0.25h, T= 80 °C , Microwave irradiation, Catalytic behavior, Time Galica, Mateusz; Kasprzyk, Wiktor; Bednarz, Szczepan; Bogdal, Dariusz; Chemical Papers; vol. 67; nb. 9; (2013); p. 1240 - 1244 View in Reaxys With oxygen in toluene, Time= 24h, T= 100 °C , p= 7500.75Torr Wang, Min; Wang, Feng; Ma, Jiping; Chen, Chen; Shi, Song; Xu, Jie; Chemical Communications; vol. 49; nb. 59; (2013); p. 6623 - 6625 View in Reaxys
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With iridium(III) chloride, cerium(IV) sulphate, sulfuric acid, acetic acid, T= 35 °C , Kinetics, Concentration Tandon, Praveen K.; Dwivedi, Priv B.; Singh, Santosh B.; Yadav, Suresh C.; Journal of the Indian Chemical Society; vol. 90; nb. 12; (2013); p. 2237 - 2245 View in Reaxys With E. coli perisplasmic aldehyde oxidase, F. graminearum galactose oxidase, catalase in aq. phosphate buffer, acetonitrile, Time= 10h, T= 37 °C , pH= 7, Enzymatic reaction McKenna, Shane M.; Leimkühler, Silke; Herter, Susanne; Turner, Nicholas J.; Carnell, Andrew J.; Green Chemistry; vol. 17; nb. 6; (2015); p. 3271 - 3275 View in Reaxys 75 %Spectr.
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical, laccase from Trametes versicolor, oxygen in water, Time= 144h, T= 20 °C , Enzymatic reaction Galletti, Paola; Pori, Matteo; Funiciello, Federica; Soldati, Roberto; Ballardini, Alberto; Giacomini, Daria; ChemSusChem; vol. 7; nb. 9; (2014); p. 2684 - 2689 View in Reaxys
99 %Spectr.
With oxygen, potassium hydoxide in methanol, water, Time= 16h, T= 50 °C , p= 760.051Torr Ahmed, Maaz S.; Mannel, David S.; Root, Thatcher W.; Stahl, Shannon S.; Organic Process Research and Development; vol. 21; nb. 9; (2017); p. 1388 - 1393 View in Reaxys
HO
HO
O
O
Rx-ID: 2013377 View in Reaxys 2/8 Yield
Conditions & References
2% Spectr., 37 %
With 1H-imidazole, [bis(acetoxy)iodo]benzene in dichloromethane, Time= 1h, T= 20 °C
26 %, 5 %
With diphenylether, Fe(TAML)Li, [bis(acetoxy)iodo]benzene, water in acetone, Time= 1h, T= 25 °C , Green chemistry
Karimipour, Gholam Reza; Shadegan, Hamid Asadpour; Ahmadpour, Roxana; Journal of Chemical Research; nb. 4; (2007); p. 252 - 256 View in Reaxys
Napoly, Francois; Jean-Gerard, Ludivine; Goux-Henry, Catherine; Draye, Micheline; Andrioletti, Bruno; European Journal of Organic Chemistry; vol. 2014; nb. 4; (2014); p. 781 - 787 View in Reaxys 13 % Chromat., 87 % Chromat.
With sodium hypochlorite, 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical, tetrabutyl-ammonium chloride, sodium hydrogencarbonate, sodium chloride, potassium bromide in dichloromethane, water, 1) 0 deg C, 1h, 20 deg C, 20 min Siedlecka; Skarzewski; Mlochowski; Tetrahedron Letters; vol. 31; nb. 15; (1990); p. 2177 - 2180 View in Reaxys With tert.-butylhydroperoxide, [O-Cu4(triethanolamine)4(BOH)4][BF4]2 in acetonitrile, Time= 19h, T= 69.84 °C , Title compound not separated from byproducts. Zhu, Mingxia; Li, Bodong; He, Ping; Wei, Xin; Yuan, Youzhu; Tetrahedron; vol. 64; nb. 39; (2008); p. 9239 - 9243 View in Reaxys With CpMo(CO)3(CCPh), dihydrogen peroxide in water, Time= 8h, T= 80 °C , chemoselective reaction Biradar, Ankush V.; Dongare, Mohan K.; Umbarkar, Shubhangi B.; Tetrahedron Letters; vol. 50; nb. 24; (2009); p. 2885 - 2888 View in Reaxys Stage 1: With 2,2,6,6-tetramethyl-piperidine-N-oxyl, carbon, Sonication
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Stage 2: With nitric acid in water, Time= 5h, T= 50 °C Kuang, Yongbo; Rokubuichi, Hodaka; Nabae, Yuta; Hayakawa, Teruaki; Kakimoto, Masa-Aki; Advanced Synthesis and Catalysis; vol. 352; nb. 14-15; (2010); p. 2635 - 2642 View in Reaxys With Gluconobacter oxydans DSM 2343 in water, Time= 5h, T= 28 °C , pH= 7.5, phosphate buffer, Enzymatic reaction Zambelli, Paolo; Pinto, Andrea; Romano, Diego; Crotti, Elena; Conti, Paola; Tamborini, Lucia; Villa, Raffaella; Molinari, Francesco; Green Chemistry; vol. 14; nb. 8; (2012); p. 2158 - 2161 View in Reaxys With tetrakis(tetrabutylammonium)decatungstate(VI), dihydrogen peroxide in water, acetonitrile, Time= 0.25h, T= 135 - 140 °C , p= 25502.6 - 27002.7Torr , Microwave irradiation, Catalytic behavior, Temperature, Pressure, Time Galica, Mateusz; Kasprzyk, Wiktor; Bednarz, Szczepan; Bogdal, Dariusz; Chemical Papers; vol. 67; nb. 9; (2013); p. 1240 - 1244 View in Reaxys With E. coli perisplasmic aldehyde oxidase, F. graminearum galactose oxidase, catalase in aq. phosphate buffer, acetonitrile, T= 37 °C , pH= 7, Enzymatic reaction McKenna, Shane M.; Leimkühler, Silke; Herter, Susanne; Turner, Nicholas J.; Carnell, Andrew J.; Green Chemistry; vol. 17; nb. 6; (2015); p. 3271 - 3275 View in Reaxys
HO
O O
HO
HO
Rx-ID: 11282031 View in Reaxys 3/8 Yield 8 %, 82 %
Conditions & References 4.3. General procedure for the oxidation of the long chainalcohol 3a-3h General procedure: Under Oxygen atmosphere, alcohol (2 mmol), precatalyst(SIMesHCl or SIPrHCl, 0.06 mmol), NaOtBu (960.5 mg, 10 mmol),and 1 g 3 A molecular sieve were added to dichloromethane(20 mL). This solution was allowed to stir for 30 h. After filtratingthrough a pad of Celite, the cake was added to hydrochloric acid(2N, 50 mL) and extracted with ethyl acetate (50 mL3). The organic layer was dried over Na2SO4 and concentrated under reduced pressure. With oxygen, sodium t-butanolate, 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride in dichloromethane, Time= 30h, T= 20 °C , Molecular sieve, Reagent/catalyst Yu, Dong-Fang; Xing, Ping; Jiang, Biao; Tetrahedron; vol. 71; nb. 25; (2015); p. 4269 - 4273 View in Reaxys
34 % Spectr., 19 % Spectr.
With sodium hydroxide, T= 50 °C , Electrochemical reaction, Product distribution, Further Variations: Temperatures Lyalin; Petrosyan; Russian Chemical Bulletin; vol. 56; nb. 3; (2007); p. 499 - 503 View in Reaxys
Cl
HO
O
HO
O
HO
Rx-ID: 40562092 View in Reaxys 4/8 Yield
Conditions & References With Boc-L-(π-Me)-His-AGly-L-Cha-L-Phe-NH-TEMPO, 3-chloro-benzenecarboperoxoic acid in toluene, Time= 15h, T= 20 °C Hofmann, Christine; Schümann, Jan M.; Schreiner, Peter R.; Journal of Organic Chemistry; vol. 80; nb. 3; (2015); p. 1972 - 1978 View in Reaxys
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N
HO O
HO
H 2N
Rx-ID: 28389140 View in Reaxys 5/8 Yield
Conditions & References
80.4 With (4,5-bis-(di-iso-propylphosphinomethyl)acridine)RuH(CO)Cl, ammonia, water, Time= 36h, T= 135 °C , p= %Chromat. 5700.38Torr , Inert atmosphere Gunanathan, Chidambaram; Milstein, David; Angewandte Chemie - International Edition; vol. 47; nb. 45; (2008); p. 8661 - 8664 View in Reaxys
O
HO O
HO
O
Rx-ID: 4437093 View in Reaxys 6/8 Yield 50 %, 47 %
Conditions & References With dihydrogen peroxide, methyltrioxorhenium (VII), Time= 48h Zhu, Zuolin; Espenson, James H.; Journal of Organic Chemistry; vol. 60; nb. 24; (1995); p. 7728 - 7732 View in Reaxys
HO O
HO
H
O
O
HO
HO
Rx-ID: 2013386 View in Reaxys 7/8 Yield 51 %, 17 %
Conditions & References With dihydrogen peroxide, methyltrioctylammonium tetrakis(oxodiperoxotungsto)phosphate, Time= 6h, T= 90 °C Venturello, Carlo; Gambaro, Mario; Journal of Organic Chemistry; vol. 56; nb. 20; (1991); p. 5924 - 5931 View in Reaxys
OH
HO
HO
S OO
HO
dichromate
O
O
Rx-ID: 7441838 View in Reaxys 8/8 Yield
Conditions & References Patent; Grignard; DE164883 View in Reaxys Walbaum; Chemische Berichte; vol. 33; (1900); p. 2300 View in Reaxys Grimal; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 144; (1907); p. 434 View in Reaxys v. Soden; Rojahn; Chemische Berichte; vol. 33; (1900); p. 1723 View in Reaxys Radziszewski; Chemische Berichte; vol. 9; (1876); p. 373 View in Reaxys Grignard; Annales de Chimie (Cachan, France); vol. <8> 10; (1907); p. 30; Chem. Zentralbl.; vol. 76; nb. II; (1905); p. 1751 View in Reaxys Grignard; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 141; (1905); p. 45; Annales de Chimie (Cachan, France); vol. <8> 10; (1907); p. 30; Chem. Zentralbl.; vol. 76; nb. II; (1905); p. 1751 View in Reaxys
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