Potassium Iodide → 4-[4-(6-Chloro-2-naphthoyl)-1-piperidyl]-1-(4-fluorophenyl)-1-butanone

Participants

Reaction Steps

A solution of 3.43 g (12.5 mmoles) of 6-chloro-2-naphthyl 4-piperidyl ketone hydrochloride, 2.63 g (13.1 mmoles) of 4-chloro-1-(4-fluorophenyl)-1-butanone, 2.6 g (26 mmoles) of potassium bicarbonate and a pinch of potassium iodide in 60 ml of toluene is heated at reflux for 80 hours. The mixture is partitioned between toluene and water and the organic phase washed with brine, dried over magnesium sulfate, and concentrated in vacuo to yield 4-[4-(6-chloro-2-naphthoyl)-1-piperidyl]-1-(4-fluorophenyl)-1-butanone.

Provenance & Evidence