p-Chlorothiophenol → HCID 13607969, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 280 g (1.94 mole) of p-chlorothiophenol and 120 ml of 50% sodium hydroxide in 1 liter of dimethylformamide was stirred for 15 min at 25° C. One mole of 2-chloromethyl-1-(phenylsulfonyl)piperidine was added and the solution was stirred at 60° C. for 65 hr. The mixture was quenched in water and the aqueous mixture was extracted with methylene chloride. The methylene chloride solution was extracted with several portions of dilute sodium hydroxide and evaporated in vacuo to give an oil. The oil was crystallized from methanol to give solid product, m.p. 78.5°-80° C.

Provenance & Evidence