Tert-butyl 4-(methylsulfonyl)piperidine-1-carboxylate → tert-Butyl 4-(acetylthio)piperidine-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-methanesulfonyl-piperidine-carboxylic acid tert-butyl ester (2.82 g), sodium thioacetate (2.31 g) and DMF (40 ml) was stirred at 60° C. After 4 hours the reaction mixture was cooled and partitioned between ethyl acetate and brine. The combined organics were dried (MgSO4) and the solvents removed in vacuo. The resulting crude mixture was purified by flash chromatography to yield 4-acetylsulfanyl-piperidine-1-carboxylic acid tert-butyl ester (1.8 g).

Provenance & Evidence