1-Butanol → HCID 23036390, compound

Participants

Reaction Steps

A mixture of the free base of 4-[bis(2,4-difluorophenyl)methyl]piperidine hydrochloride [1:1 (7.30 g, 0.023 mole), 1-[4-(3-chloropropoxy)-3-methoxyphenyl]ethanone (5.57 g, 0.023 mole), and potassium carbonate (5.54 g, 0.04 mole) was heated overnight at reflux in 350 ml of 1-butanol containing potassium iodide (0.2 g). The reaction mixture was filtered and then concentrated to dryness. The residue was dissolved in chloroform, and the solution was extracted with 5% sodium hydroxide. The chloroform layer was dried over sodium sulfate and filtered. The removal of chloroform provided a dark brown oil (quantitative). This material was converted to the oxalate salt in methanol-ethyl ether. A white solid was isolated and dried in vacuo overnight at 80° C. This procedure furnished 8.23 g (57.7%) of white, crystalline product, mp 151°-153° C.

Provenance & Evidence