5-(氯甲基)-2,3-二氢-1H-茚合成路线 （共 19 条）
反应条件
1.1: 23.1 g / sodium borohydride / ethanol / 1.5 h / 0 - 20 °C
2.1: thionyl bromide / CH2Cl2 / 1 h / 20 °C
3.1: 3.79 g / aq. sodium sulfite; tetra-n-butylammonium bromide / acetone / 2 h / Heating
4.1: 12 h / 120 °C
4.2: thionyl chloride / 20 °C
View Scheme
参考文献
Michelotti, Enrique L.; Moffett, Kristofer K.; Nguyen, Duyan; Kelly, Martha J.; Shetty, Rupa; Chai, Xiaomei; Northrop, Katrina; Namboodiri, Variketta; Campbell, Brandon; Flynn, Gary A.; Fujimoto, Ted; Hollinger, Frank P.; Bukhtiyarova, Marina; Springman, Eric B.; Karpusas, Michael
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 23 p. 5274 - 5279
反应条件
1: 93 percent / AlCl3 / CH2Cl2 / 4 h
2: 89 percent / NaOBr / 1.) 3 h, 0 deg C; 2.) r. t., overnight
3: 94 percent / conc. H2SO4 / Heating
4: 94 percent / LiAlH4 / diethyl ether / 12 h / Heating
5: 94 percent / SOCl2, pyridine / benzene / 1 h / Heating
View Scheme
参考文献
Neudeck, Horst K.
Monatshefte fuer Chemie, 1987 , vol. 118, p. 627 - 658
反应条件
1: 89 percent / NaOBr / 1.) 3 h, 0 deg C; 2.) r. t., overnight
2: 94 percent / conc. H2SO4 / Heating
3: 94 percent / LiAlH4 / diethyl ether / 12 h / Heating
4: 94 percent / SOCl2, pyridine / benzene / 1 h / Heating
View Scheme
参考文献
Neudeck, Horst K.
Monatshefte fuer Chemie, 1987 , vol. 118, p. 627 - 658
反应条件
1: 94 percent / conc. H2SO4 / Heating
2: 94 percent / LiAlH4 / diethyl ether / 12 h / Heating
3: 94 percent / SOCl2, pyridine / benzene / 1 h / Heating
View Scheme
参考文献
Neudeck, Horst K.
Monatshefte fuer Chemie, 1987 , vol. 118, p. 627 - 658
反应条件
1: 98 percent / aq. NaOH / Heating
2: 94 percent / conc. H2SO4 / Heating
3: 94 percent / LiAlH4 / diethyl ether / 12 h / Heating
4: 94 percent / SOCl2, pyridine / benzene / 1 h / Heating
View Scheme
参考文献
Neudeck, Horst K.
Monatshefte fuer Chemie, 1987 , vol. 118, p. 627 - 658
反应条件
1: 94 percent / LiAlH4 / diethyl ether / 12 h / Heating
2: 94 percent / SOCl2, pyridine / benzene / 1 h / Heating
View Scheme
参考文献
Neudeck, Horst K.
Monatshefte fuer Chemie, 1987 , vol. 118, p. 627 - 658
反应条件
hydrogenchloride; sulfuric acid
T=60°C; 5 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Horn Jensen, Eva; Nielsen, Per Halfdan
Heterocycles, 1995 , vol. 41, # 11 p. 2441 - 2458
反应条件
palladium on activated charcoal; ethanol
Hydrogenolyse;
参考文献
Arnold; Barnes
Journal of the American Chemical Society, 1944 , vol. 66, p. 960,963
Journal of the American Chemical Society, 1945 , vol. 67, p. 2279
参考文献
Wibaut; Paulis
Recueil des Travaux Chimiques des Pays-Bas, 1958 , vol. 77, p. 792,798
Proceedings of the Koninklijke Nederlandse Akademie van Wetenschappen, Series B: Physical Sciences, 1958 , vol. <B> 61, p. 103,105
