tert-Butanol → HCID 18933639, compound

Participants

Reaction Steps

A mixture of 4-{N-[2-(4-chloro-2-dimethylaminomethylphenoxy) ethyl]-N-[methyl]aminomethyl}benzonitrile (10.16 g), powdered potassium hydroxide (20.0 g) and tert-butanol (100 ml) was boiled under reflux for 30 minutes. The mixture was cooled to ambient temperature and poured into saturated brine (300 ml). The mixture was extracted with dichloromethane to give an oil which was dissolved in hot acetonitrile and cooled to yield a precipitate which was collected by filtration and recrystallised from ethyl acetate/petroleum ether b.p. 60°-80° C., to give 4-{N-[2-(4-chloro-2-dimethylaminomethylphenoxy) ethyl]-N-[methyl]aminomethyl}benzamide, m.p. 108°-109° C.

Provenance & Evidence