反应详情

A solution of benzoyl chloride (14.6 mL, 126.1 mmol) in dry THF (50 mL) was added to a solution of 4-hydroxymethyl-1,3-oxazolidine-2-thione (14.0 g, 105.1 mmol) in dry THF (250 mL) and triethylamine (17.5 mL, 126.1 mmol) at 0° C. After 12 hours of stirring at room temperature, triethylamine hydrochloride was filtered off, and the solvent was distilled out in vacuo. The residue was purified by silica gel column chromatography eluted with ethyl acetate/acetone (1/1=v/v), followed by recrystallization from a mixed solvent [n-hexane/ethyl acetate (3/1=v/v)] to afford benzoic acid 2-thioxo-oxazolidin-4-ylmethyl ester as a colorless solid (20.5 g, 82%).

1. filtrationtriethylamine hydrochloride was filtered off
2. distillationthe solvent was distilled out in vacuo
3. customThe residue was purified by silica gel column chromatography
4. washeluted with ethyl acetate/acetone (1/1=v/v)
5. customfollowed by recrystallization from a mixed solvent [n-hexane/ethyl acetate (3/1=v/v)]