Toluene → 4-(2-Naphthoyl-1-piperidyl)-1-phenyl-1-butanone hydrochloride

Participants

Reaction Steps

A solution of 16 g (37 mmoles) of 2-naphthyl 4-piperidyl ketone hydrochloride 13 g (71 mmoles) of 4-chloro-1-phenylbutanone, 0.1 g of potassium iodide and 30 g potassium bicarbonate in 100 ml of toluene is heated for 48 hours with stirring on a steam bath. The mixture is partitioned between 100 ml portions of toluene and water and the organic phase dried over MgSO4. A solution of an excess HCl in ether is added and the resulting precipitate recrystallized from methanol/butanone to yield 4-(2-naphthoyl-1-piperidyl)-1-phenyl-1-butanone hydrochloride. M.P. 197°-9°.

Provenance & Evidence