Hydrochloric Acid → HCID 20343972, compound

Participants

Reaction Steps

A solution of 2.0 g of 1,4-dicyano-4-[2-(4-fluorophenylthio)phenyl]piperidine, Example 29, in 12 ml of glacial acetic acid and 21 ml of 3 N hydrochloric acid is stirred at 110°-120° C. for 18 hours. Thereafter, the solution is diluted with 50 ml of water and the diluted solution is rotary evaporated twice to near dryness. The residual material is diluted in 100 ml of water and 2 ml of 58% ammonium hydroxide, giving a milky solution at pH 9. This aqueous suspension is extracted thrice with 150 ml portions of a benzene-ether (1:1) mixture. The combined extracts are washed, first with 50 ml of water and then with 25 ml saturated sodium chloride solution, and dried. The residual material is recrystallized from a benzene-hexane mixture to provide 4-cyano-4-[2-(4-fluorophenylthio)phenyl]piperidine.

Provenance & Evidence