5,6-二甲氧基-1,2,3,4-四氢1-萘酮合成路线 （共 26 条）
反应条件
1.1: potassium carbonate / acetone / 4 h / |Reflux
2.1: N,N-dimethyl-aniline / 6 h / 195 - 200 °C / |Inert atmosphere
3.1: potassium carbonate / acetone / 2 h / |Reflux
4.1: osmium(VIII) oxide; sodium periodate; sodium hydrogencarbonate / methanol; water; toluene / 0.33 h / 20 °C
5.1: methanol; water; toluene / 2 h
6.1: palladium on activated charcoal; hydrogen / methanol / 10 h
7.1: sulfuric acid / 0.25 h / 85 - 90 °C
7.2: 2 h / |Reflux
View Scheme
参考文献
Lahiri, Saswata; Ramarao; Rao, B. Venkateswara; Rao, A.V. Rama; Chorghade, Mukund S.
Organic Process Research and Development, 1999 , vol. 3, # 1 p. 71 - 72
反应条件
1.1: N,N-dimethyl-aniline / 6 h / 195 - 200 °C / |Inert atmosphere
2.1: potassium carbonate / acetone / 2 h / |Reflux
3.1: osmium(VIII) oxide; sodium periodate; sodium hydrogencarbonate / methanol; water; toluene / 0.33 h / 20 °C
4.1: methanol; water; toluene / 2 h
5.1: palladium on activated charcoal; hydrogen / methanol / 10 h
6.1: sulfuric acid / 0.25 h / 85 - 90 °C
6.2: 2 h / |Reflux
View Scheme
参考文献
Lahiri, Saswata; Ramarao; Rao, B. Venkateswara; Rao, A.V. Rama; Chorghade, Mukund S.
Organic Process Research and Development, 1999 , vol. 3, # 1 p. 71 - 72
反应条件
1.1: potassium carbonate / acetone / 2 h / |Reflux
2.1: osmium(VIII) oxide; sodium periodate; sodium hydrogencarbonate / methanol; water; toluene / 0.33 h / 20 °C
3.1: methanol; water; toluene / 2 h
4.1: palladium on activated charcoal; hydrogen / methanol / 10 h
5.1: sulfuric acid / 0.25 h / 85 - 90 °C
5.2: 2 h / |Reflux
View Scheme
参考文献
Lahiri, Saswata; Ramarao; Rao, B. Venkateswara; Rao, A.V. Rama; Chorghade, Mukund S.
Organic Process Research and Development, 1999 , vol. 3, # 1 p. 71 - 72
反应条件
1.1: osmium(VIII) oxide; sodium periodate; sodium hydrogencarbonate / methanol; water; toluene / 0.33 h / 20 °C
2.1: methanol; water; toluene / 2 h
3.1: palladium on activated charcoal; hydrogen / methanol / 10 h
4.1: sulfuric acid / 0.25 h / 85 - 90 °C
4.2: 2 h / |Reflux
View Scheme
参考文献
Lahiri, Saswata; Ramarao; Rao, B. Venkateswara; Rao, A.V. Rama; Chorghade, Mukund S.
Organic Process Research and Development, 1999 , vol. 3, # 1 p. 71 - 72
反应条件
Yield given. Multistep reaction;
参考文献
Date; Watanabe; Furukawa
Chemical and Pharmaceutical Bulletin, 1990 , vol. 38, # 4 p. 902 - 906
反应条件
methanesulfonic acid in ethyl acetate
参考文献
Denny, William Alexander; Hutchings, Richard H; Johnson, Douglas S; Kaltenbronn, James Stanely; Lee, Ho Huat; Leonard, Daniele Marie; Milbank, Jared Bruce John; Repine, Joseph Thomas; Rewcastle, Gordon William; White, Andrew David
Patent: US2004/44057 A1, 2004 ;
反应条件
[TMAH][Al2Cl7] in dichloromethane
Heating;
参考文献
Kemperman, Gerardus J.; Roeters, Theodorus A.; Hilberink, Peter W.
European Journal of Organic Chemistry, 2003 , # 9 p. 1681 - 1686
反应条件
1: NaBH4 / aq. ethanol
2: KHSO4
3: (i) MCPBA, CHCl3, (ii) aq. HCl, EtOH
4: aq. NaOH
5: (i) B2H6, THF, (ii) aq. KOH
View Scheme
参考文献
Cannon; O'Donnell; Rosazza; Hoppin
Journal of Medicinal Chemistry, 1974 , vol. 17, # 5 p. 565 - 568
反应条件
1: With hydroxylamine in ethanol
T=20°C;
2: With hydrogenchloride; hydrogen; palladium 10 on activated carbon in ethanol; water
72 h;
参考文献
Takeda Pharmaceutical Company Limited
Patent: EP1535922 A1, 2005 ;
Location in patent: Page/Page column 23 ;
参考文献
Abbott Laboratories
Patent: US4473586 A1, 1984 ;
US 4473586 A
