4,5-二甲氧基-1-氰基苯并环丁烷合成路线 （共 17 条）
反应条件
1.1: potassium hydroxide; water / 4 h / Reflux 1.2: 20 °C 2.1: ethyl acetate / 1.25 h / 0 °C / Reflux 3.1: hydrogenchloride / dichloromethane; water / 0.08 h 4.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 5.1: dichloromethane; water / 0 - 10 °C 6.1: borane-THF / tetrahydrofuran / 20 - 50 °C 6.2: 0.25 h / 0 - 5 °C 6.3: 2.5 h / 0 °C / Reflux View Scheme
参考文献
RICHTER GEDEON NYRT.; UJVARI, Viktor; BODI, Jozsef; FARAGO, Janos; SZKE, Katalin; FAIGL, Ferenc; NEMET, Zoltan; TEMESVARI, Krisztina; KISS, Robert; MATRAVOeLGYI, Bela; KASSAI, Ferencne; KISS-BARTOS, Dorottya
Patent: WO2011/138625 A1, 2011 ;
反应条件
1: With borane-THF in tetrahydrofuran T=20°C; 12 h; 2: With ethanol in tetrahydrofuran 1 h; 3: With hydrogenchloride in tetrahydrofuran; diethyl ether
参考文献
LES LABORATOIRES SERVIER; CARRANZA, Maria Del Pilar; GARCIA ARANDA, Maria Isabel; GONZALEZ, José Lorenzo; SANCHEZ, Frédéric
Patent: US2014/163220 A1, 2014 ;
Location in patent: Paragraph 0040-0043 ;
反应条件
1.1: borane-THF / ethanol; tetrahydrofuran / 13 h 2.1: triethylamine / dichloromethane / 20 °C 3.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / |Reflux 4.1: ethanol 5.1: sodium hydroxide / ethyl acetate 5.2: 18 h / |Reflux 6.1: hydrogen; 10 palladium hydroxide on charcoal / acetic acid / 24 h / 20 °C / 3675.37 Torr View Scheme
参考文献
LES LABORATOIRES SERVIER; CARRANZA, Maria Del Pilar; GARCIA ARANDA, Maria Isabel; GONZALEZ, José Lorenzo; SANCHEZ, Frédéric
Patent: US2014/163220 A1, 2014 ;
反应条件
1.1: potassium hydroxide; water / 4 h / Reflux 1.2: 20 °C 2.1: ethyl acetate / 1.25 h / 0 °C / Reflux 3.1: hydrogenchloride / dichloromethane; water / 0.08 h 4.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 5.1: dichloromethane; water / 0 - 10 °C 6.1: borane-THF / tetrahydrofuran / 20 - 50 °C 6.2: 0.25 h / 0 - 5 °C 6.3: 2.5 h / 0 °C / Reflux 7.1: potassium carbonate; sodium iodide / 1-methyl-pyrrolidin-2-one / 20 - 60 °C / Inert atmosphere 7.2: 2 h / 20 °C 8.1: potassium carbonate / water / 0.08 h 8.2: Inert atmosphere 9.1: hydrogenchloride; hydrogen / palladium 10 on activated carbon / water / 6 h / 45 °C / 7500.75 Torr View Scheme
参考文献
RICHTER GEDEON NYRT.; UJVARI, Viktor; BODI, Jozsef; FARAGO, Janos; SZKE, Katalin; FAIGL, Ferenc; NEMET, Zoltan; TEMESVARI, Krisztina; KISS, Robert; MATRAVOeLGYI, Bela; KASSAI, Ferencne; KISS-BARTOS, Dorottya
Patent: WO2011/138625 A1, 2011 ;
反应条件
1.1: potassium hydroxide; water / 4 h / Reflux
1.2: 20 °C
2.1: ethyl acetate / 1.25 h / 0 °C / Reflux
3.1: hydrogenchloride / dichloromethane; water / 0.08 h
4.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C
5.1: dichloromethane; water / 0 - 10 °C
6.1: borane-THF / tetrahydrofuran / 20 - 50 °C
6.2: 0.25 h / 0 - 5 °C
6.3: 2.5 h / 0 °C / Reflux
7.1: potassium carbonate; sodium iodide / 1-methyl-pyrrolidin-2-one / 20 - 60 °C / Inert atmosphere
7.2: 2 h / 20 °C
8.1: potassium carbonate / water / 0.08 h
8.2: Inert atmosphere
View Scheme
参考文献
RICHTER GEDEON NYRT.; UJVARI, Viktor; BODI, Jozsef; FARAGO, Janos; SZKE, Katalin; FAIGL, Ferenc; NEMET, Zoltan; TEMESVARI, Krisztina; KISS, Robert; MATRAVOeLGYI, Bela; KASSAI, Ferencne; KISS-BARTOS, Dorottya
Patent: WO2011/138625 A1, 2011 ;
反应条件
ammonia; hydrogen; nickel in methanol
T=60°C; P=22502.3 Torr; Industry scale;
参考文献
Lerestif, Jean-Michel; Blanco, Isaac Gonzalez; Lecouve, Jean-Pierre; Brigot, Daniel
Patent: US2005/261376 A1, 2005 ;
Location in patent: Page/Page column 3 ;
反应条件
potassium hydroxide in ethanol
5 h; Reflux;
参考文献
Liu, Xin; Liu, Yu; He, Huili; Cai, Zhan; Yang, Yushe
Synthetic Communications, 2014 , vol. 44, # 4 p. 451 - 456
