Hydrochloric Acid → HCID 86742921, compound

Participants

Reaction Steps

A solution of 50.5 g (163 mmol) of rac-(2S*)-2-[(R*)-3,4-dimethoxy-α-(nitromethyl)benzyl]cyclohexanone in 500 ml of dry tetrahydrofuran is added dropwise while stirring to a suspension of 15.4 g (407 mmol) of lithium aluminium hydride in 350 ml of dry tetrahydrofuran under argon so that the temperature does not exceed 50°. The reaction mixture is stirred at 50° overnight and treated, after cooling, firstly with ethanol and subsequently with tetrahydrofuran/water (1:1). The separated precipitate is filtered off under suction while washing with methylene chloride and the filtrate is evaporated. The oily crude product obtained is converted into the hydrochloride which is recrystallized from alcohol. There is obtained rac-(1S*)-cis-2-[(R*)-α-(aminomethyl)-3,4-dimethoxybenzyl]cyclohexanol hydrochloride of m.p. 216°-218°.

Provenance & Evidence