反应详情

To a solution of 3-mercapto-1,2-propanediol (5.00 g, 46.23 mmol) and imidazole (3.78 g, 55.47 mmol) in dimethylformamide (30 mL) was added t-butyldiphenylsilyl chloride (12.71 g, 46.23 mmol) at room temperature. After stirring for 18 h the reaction was quenched by the addition of saturated sodium bicarbonate and the mixture was extracted with ether (3×). The combined ether extracts were washed with water (2×), brine, dried and concentrated to give a yellow oil. The crude material was purified by flash chromatography with a mixture of hexanes and ethyl acetate (90:10) to give the compound as a colourless oil (14.12 g) in 88% yield.

1. customwas quenched by the addition of saturated sodium bicarbonate
2. extractionthe mixture was extracted with ether (3×)
3. washThe combined ether extracts were washed with water (2×), brine
4. customdried
5. concentrationconcentrated
6. customto give a yellow oil
7. customThe crude material was purified by flash chromatography with a mixture of hexanes and ethyl acetate (90:10)