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1
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Rx-ID: 4768600 Find similar reactions
87%
With perchloric acid; palladium 10 on activated carbon; hydrogen; acetic acid in water
P=2844.39 Torr; 2.5 h;
Mejlsoe, Soren L.; Christensen, Jorn B.
Journal of Heterocyclic Chemistry, 2014 , vol. 51, # 4 p. 1051 - 1057 Title/Abstract Full Text View citing articles Show Details
79%
With perchloric acid; hydrogen; palladium on activated charcoal in acetic acid
P=2585.7 Torr; 2.5 h;
Panetta, Charles A.; Sha, Dezhi; Torres, Epifanio; He, Zhuoli; Hussey; Fang, Zheng; Heimer, Norman E.
Synthesis, 1997 , # 9 p. 1085 - 1090 Title/Abstract Full Text View citing articles Show Details
69.3%
With triethylsilane; trifluoroacetic acid
T=10 - 20°C; 2 h; Hide Experimental Procedure
TORRENT PHARMACEUTICALS LTD.
Patent: WO2008/149379 A2, 2008 ; Location in patent: Page/Page column 36 ; Title/Abstract Full Text Show Details
1.I: Example-1 : (Compound No. 1)3-[4-(7-Hydroxy-indan-4-yloxy)-3, 5-dimethyl-py razol-1 -yl]-propionic acidSTEP I: Preparation of 4, 7- Dimethoxy indane.; To the cooled and stirred suspension of 4,7-Dimethoxyindan-1-one (35gm,0.182 mole) in Triethyl silane (105.7 gm, 0.909mole ), added Trifluoroacetic acid (350 ml) at 10-15°C.The stirring was continued at room
temperature for 2 hours and quenched into the water. It was extracted with Ethyl acetate. The Ethyl acetate layer was washed with Sodium bicarbonate solution, dried over Sodium sulphate and evaporated to give crude mass which was purified by column chouromatography using 5percent Ethyl acetate in hexane (22.5 gm).Yield: 69.3percent1H-NMR (400 MHz, CDCI3):δ
6.67(2H1 s),3.70(6H,s),2.74-2.78(4H,m),1.95- 2.02(2H, m)
69.3%
With triethylsilane; trifluoroacetic acid
T=10 - 20°C; Hide Experimental Procedure
TORRENT PHARMACEUTICALS LTD.
Patent: US2010/168110 A1, 2010 ; Location in patent: Page/Page column 13 ; Title/Abstract Full Text Show Details
1.I: Example-1; Compound No. 1; 3-[4-(7-Hydroxy-indan-4-yloxy)-3,5-dimethyl-pyrazol-1-yl]-propionic acid; STEP I: Preparation of 4,7-Dimethoxy indane; To the cooled and stirred suspension of 4,7-Dimethoxyindan-1-one (35 gm, 0.182 mole) in Triethyl silane (105.7 gm, 0.909 mole), added Trifluoroacetic acid (350 ml) at 10-15° C. The stirring was continued at room temperature for 2 hours and quenched into the water. It was extracted with Ethyl acetate. The Ethyl acetate layer was washed with Sodium bicarbonate solution, dried over Sodium sulphate and evaporated to give crude mass which was purified by column chouromatography using 5percent Ethyl acetate in hexane (22.5 gm).Yield: 69.3percent1H-NMR (400 MHz, CDCl3): δ 6.67 (2H, s), 3.70 (6H, s), 2.74-2.78 (4H, m), 1.95-2.02 (2H, m)
2
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Multi-step reaction with 2 steps 1.1: thionyl chloride; N,N-dimethyl-formamide / 5 h / |Reflux 1.2: 0.83 h / -5 °C 2.1: palladium 10 on activated carbon; perchloric acid; acetic acid; hydrogen / water / 2.5 h / 2844.39 Torr View Scheme
Rx-ID: 38252723 Find similar reactions
Mejlsoe, Soren L.; Christensen, Jorn B.
Journal of Heterocyclic Chemistry, 2014 , vol. 51, # 4 p. 1051 - 1057 Title/Abstract Full Text View citing articles Show Details
3
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Multi-step reaction with 3 steps 1.1: palladium 10 on activated carbon; hydrogen / ethyl acetate / 2068.65 Torr 2.1: thionyl chloride; N,N-dimethyl-formamide / 5 h / |Reflux 2.2: 0.83 h / -5 °C 3.1: palladium 10 on activated carbon; perchloric acid; acetic acid; hydrogen / water / 2.5 h / 2844.39 Torr View Scheme
Rx-ID: 38252737 Find similar reactions
Mejlsoe, Soren L.; Christensen, Jorn B.
Journal of Heterocyclic Chemistry, 2014 , vol. 51, # 4 p. 1051 - 1057 Title/Abstract Full Text View citing articles Show Details
4
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Multi-step reaction with 4 steps 1.1: pyridine; piperidine / 4.5 h / 50 °C / |Reflux 2.1: palladium 10 on activated carbon; hydrogen / ethyl acetate / 2068.65 Torr 3.1: thionyl chloride; N,N-dimethyl-formamide / 5 h / |Reflux 3.2: 0.83 h / -5 °C 4.1: palladium 10 on activated carbon; perchloric acid; acetic acid; hydrogen / water / 2.5 h / 2844.39 Torr View Scheme
Rx-ID: 38252752 Find similar reactions
Mejlsoe, Soren L.; Christensen, Jorn B.
Journal of Heterocyclic Chemistry, 2014 , vol. 51, # 4 p. 1051 - 1057 Title/Abstract Full Text View citing articles Show Details
5
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Rx-ID: 753884 Find similar reactions
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With potassium hydroxide
Arnold; Zaugg
Journal of the American Chemical Society, 1941 , vol. 63, p. 1317,1318 Full Text View citing articles Show Details
With sodium hydroxide
Dallacker,F.; Van Werst,J.
Chemische Berichte, 1972 , vol. 105, p. 2565 - 2574 Full Text View citing articles Show Details
6
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Rx-ID: 22128318 Find similar reactions
Multi-step reaction with 4 steps 1: aqueous NaOH-solution / anschliessendes Behandeln mit Natriumdithionit 2: MnO2; aqueous H2SO4
3: aqueous Na2S2O4-solution 4: methanol. KOH View Scheme
Arnold; Zaugg
Journal of the American Chemical Society, 1941 , vol. 63, p. 1317,1318 Full Text View citing articles Show Details
Multi-step reaction with 2 steps 1: aq. KH2PO4, Na2S2O4
2: aq. NaOH View Scheme
Dallacker,F.; Van Werst,J.
Chemische Berichte, 1972 , vol. 105, p. 2565 - 2574 Full Text View citing articles Show Details
7
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Multi-step reaction with 6 steps 1: AlCl3
2: AlCl3
3: AlCl3 / toluene / Ambient temperature 4: HCO2H, aq. H2O2
5: aq. KH2PO4, Na2S2O4
6: aq. NaOH View Scheme
Rx-ID: 22732970 Find similar reactions
Dallacker,F.; Van Werst,J.
Chemische Berichte, 1972 , vol. 105, p. 2565 - 2574 Full Text View citing articles Show Details
8
Synthesize Find similar Multi-step reaction with 3 steps 1: HCO2H, aq. H2O2
2: aq. KH2PO4, Na2S2O4
3: aq. NaOH View Scheme
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Rx-ID: 22734160 Find similar reactions
Dallacker,F.; Van Werst,J.
Chemische Berichte, 1972 , vol. 105, p. 2565 - 2574 Full Text View citing articles Show Details
9
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Multi-step reaction with 4 steps 1: AlCl3 / toluene / Ambient temperature 2: HCO2H, aq. H2O2
3: aq. KH2PO4, Na2S2O4
4: aq. NaOH View Scheme
Rx-ID: 22734425 Find similar reactions
Dallacker,F.; Van Werst,J.
Chemische Berichte, 1972 , vol. 105, p. 2565 - 2574 Full Text View citing articles Show Details
10
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Multi-step reaction with 5 steps 1: AlCl3
2: AlCl3 / toluene / Ambient temperature 3: HCO2H, aq. H2O2
4: aq. KH2PO4, Na2S2O4
5: aq. NaOH View Scheme
Rx-ID: 22738997 Find similar reactions
Dallacker,F.; Van Werst,J.
Chemische Berichte, 1972 , vol. 105, p. 2565 - 2574 Full Text View citing articles Show Details
11
Synthesize Find similar With ethanol; nickel
T=150°C; P=73550.8 Torr; Hydrogenation;
Rx-ID: 7186961 Find similar reactions
Arnold; Zaugg
Journal of the American Chemical Society, 1941 , vol. 63, p. 1317,1318 Full Text View citing articles Show Details
With hydrogenchloride; amalgamated zinc
Karrer; Kugler
Helvetica Chimica Acta, 1945 , vol. 28, p. 436 Full Text View citing articles Show Details
Posternak; Castro
Helvetica Chimica Acta, 1948 , vol. 31, p. 536,539 Full Text View citing articles Show Details
12
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Multi-step reaction with 5 steps 1: aqueous H2SO4; NaNO2 / Diazotization.Behandlung der erhaltenen DiazoniumsalzLoesung mit KI, zuletzt bei Siedetemperatur 2: aqueous NaOH-solution / anschliessendes Behandeln mit Natriumdithionit 3: MnO2; aqueous H2SO4
4: aqueous Na2S2O4-solution 5: methanol. KOH View Scheme
Rx-ID: 22132621 Find similar reactions
Arnold; Zaugg
Journal of the American Chemical Society, 1941 , vol. 63, p. 1317,1318 Full Text View citing articles Show Details
13
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14
Multi-step reaction with 2 steps 1: aqueous Na2S2O4-solution 2: methanol. KOH View Scheme
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Rx-ID: 22139653 Find similar reactions
Arnold; Zaugg
Journal of the American Chemical Society, 1941 , vol. 63, p. 1317,1318 Full Text View citing articles Show Details
Synthesize Find similar Multi-step reaction with 3 steps 1: MnO2; aqueous H2SO4
2: aqueous Na2S2O4-solution 3: methanol. KOH View Scheme
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Rx-ID: 22139859 Find similar reactions
Arnold; Zaugg
Journal of the American Chemical Society, 1941 , vol. 63, p. 1317,1318 Full Text View citing articles Show Details