Sodium Bicarbonate → 4-(p-chlorobenzoyl)-1-[3-(p-chlorobenzoyl)propyl]piperidine Hydrochloride

Participants

Reaction Steps

A mixture of 4-(p-chlorobenzoyl)piperidine hydrochloride (10.5 g.; 0.04 mole), 2-(p-chlorophenyl)-2-(ω-chloropropyl)-1,3-dioxolane (10.5 g.; 0.04 mole) and sodium bicarbonate (13.5 g.; 0.16 mole) of n-butanol was refluxed for twenty hours. The hot mixture was filtered, the filtrate was concentrated at reduced pressure and the residual material was dissolved in a mixture of ethanol and 6N hydrochloric acid. The mixture was stirred 0.5 hour and hydrochloride salt which separated was collected by filtration. The salt was recrystallized from isopropanol-methanol (charcoal) to give 9.2 g. (57%) of the hydrochloride salt which melted at 253°-256° C.

Provenance & Evidence