Cyanogen Bromide → HCID 20344019, compound

Participants

Reaction Steps

A mixture of 19.8 g of 4-cyano-4-[2-(4-fluorophenylthio)phenyl]-1-methylpiperidine, Example 26(e), in 200 ml of chloroform is added portionwise over a 15 minute span to a mixture of 33.4 g of 97% cyanogen bromide and 130 g of potassium carbonate in 250 ml of chloroform. After total addition, the mixture is successively refluxed for 16 hours, cooled, filtered, washed thrice with 300 ml portions of water and one 50 ml portion of a saturated sodium chloride solution and dried. The resulting residue is dissolved in benzene, decolorized with charcoal and then filtered through celite. The solution's volume is reduced and rediluted with hexane to provide 1,4-dicyano-4-[2-(4-fluorophenylthio)phenyl]piperidine.

Provenance & Evidence