5,6,7,8-四氢萘-1-甲醛合成路线 （共 25 条）
反应条件
N,N,N',N',N'',N''-hexamethylphosphoric triamide; iodine; hexacarbonyl chromium
1.) dibutyl ether, THF, 24 h, reflux, 2.) THF, -78 deg C, 1 h, 3.) THF, 0 deg C, 4 h, 4.) THF, -78 deg C, 5.) THF, 16 h, room temp.; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Cambie, Richard C.; Clark, George R.; Gallagher, Stewart R.; Rutledge, Peter S.; Stone, Martin J.; Woodgate, Paul D.
Journal of Organometallic Chemistry, 1988 , vol. 342, p. 315 - 338
反应条件
2: 90 percent / lithium aluminum hydride / diethyl ether / 24 h / Ambient temperature
3: 90 percent / phosphorus tribromide / benzene
4: 90 percent / methanol / Heating
5: 85 percent / potassium hydroxide / H2O; ethane-1,2-diol / Heating
View Scheme
参考文献
Isabelle, M. Elaine; Wightman, Robert H.; Avdovich, Hajro W.; Laycock, David E.
Canadian Journal of Chemistry, 1980 , vol. 58, p. 1344 - 1349
反应条件
2: 90 percent / lithium aluminum hydride / diethyl ether / 24 h / Ambient temperature
3: 90 percent / phosphorus tribromide / benzene
4: 90 percent / methanol / Heating
5: 85 percent / potassium hydroxide / H2O; ethane-1,2-diol / Heating
6: PCl5 / benzene / 0.5 h / Ambient temperature
7: 82 percent / SnCl4 / benzene / 1.) 0 deg C, 30 min; 2.) rt, 90 min
View Scheme
参考文献
Isabelle, M. Elaine; Wightman, Robert H.; Avdovich, Hajro W.; Laycock, David E.
Canadian Journal of Chemistry, 1980 , vol. 58, p. 1344 - 1349
反应条件
1: 79 percent / sodium borohydride / ethanol / 1.5 h
2: 100 percent / SOCl2 / toluene / 2 h
3: dimethylsulfoxide / 3 h
4: 82 percent / 4M NaOH / 8 h / Heating
View Scheme
参考文献
Horn Jensen, Eva; Nielsen, Per Halfdan
Heterocycles, 1995 , vol. 41, # 11 p. 2441 - 2458
反应条件
sodium tetrahydroborate in ethanol
1.5 h;
参考文献
Horn Jensen, Eva; Nielsen, Per Halfdan
Heterocycles, 1995 , vol. 41, # 11 p. 2441 - 2458
