Benzenesulfonyl chloride → 1-Benzenesulphonyl-2-oxo-5-propylthio-pyrrolidine

Participants

Reaction Steps

To 2.3 g of 5-propylthio-pyrrolidin-2-one in solution in 120 cm3 of tetrahydrofuran, there is added at -70° C./-65° C., 9.6 cm3 of a 1.5M solution of butyllithium in hexane. After 20 minutes at this temperature, 2.55 g of benzenesulphonyl chloride is added in 20 cm3 of tetrahydrofuran. After allowing to return slowly to ambient temperature, concentrating and chromatographing on silica (eluent: hexane-ethyl acetate, 3-7), 1.5 g of the expected product is obtained. m.p. 49°-51° C. crystallized from isopropyl ether.

Provenance & Evidence