Benzenesulfonyl chloride → HCID 13370423, compound

Participants

Reaction Conditions

Reaction Steps

Triethylamine (5.74 g, 56.8 mmol) was added by syringe to a solution of (S)-4-hydroxymethylazetidin-2-one (3.79 g, 37.5 mmol) and benzenesulfonylchloride (10.0 g, 56.8 mmol) in dry methylene chloride (38 ml) at 0° C. The resulting mixture was stirred at 0° C. for 4 hrs., then diluted with methylene chloride (100 ml), washed with water (50 ml) and brine (25 ml) and dried over magnesium sulfate. Solvents were removed in vacuo to give a brown gum which was chromatographed on silica gel (100 g) (ethylacetate) to yield 6.6 g (73%) of (S)-4-benzenesulfonyloxymethyl azetidin-2-one as a white solid, m.p. 102°-105° C.

Provenance & Evidence