Sodium Hydroxide → 8-Chloro-1,1-dimethyl-1,2,3,4,5,6-hexahydrobenzo[f]quinoline

Participants

Reaction Steps

3.36 g (0.089 mol) of lithium aluminium hydride are suspended in 100 ml of tetrahydrofuran under argon, 11.6 g (0.044 mol) of 8-chloro-1,1-dimethyl-1,2,5,6-tetrahydrobenzo[f]quinolin-3-one are slowly added thereto and the mixture is boiled under reflux for 2.5 hours. The mixture is then cooled to 0°, 12 ml of 18 percent sodium hydroxide solution are added dropwise thereto and the mixture is filtered. On evaporation of the filtrate, there is obtained 8-chloro-1,1-dimethyl-1,2,3,4,5,6-hexahydrobenzo[f]quinoline as a yellow oil which is processed directly.

Provenance & Evidence