反应详情

To a solution of DMSO (2.1 ml, 28.7 mMol) in THF (10 ml), at ambient temperature, was added trimethylsilyl chloride (TMSCl) (2.7 ml, 20.8 mMol). After 30 minute agitation, a solution of compound 2 (1.5 g, 3.3 mMol) in THF (12.5 ml) was added and the mixture was stirred at ambient temperature. After 24 h reaction time at ambient temperature, the reaction conversion was about 85% at which point the reaction was quenched by addition of saturated aqueous NaHCO3 solution (100 ml). The resulting mixture was extracted with EtOAc (2×100 ml). The combined organic extracts were dried over MgSO4, filtered, and concentrated to give 2.7 g of crude product. After purification by column chromatography on silica gel, 0.52 g of the title compound 3 (34.4% yield) was obtained with a purity of >99%.

1. customAfter 24 h reaction time at ambient temperature
2. customwas quenched by addition of saturated aqueous NaHCO3 solution (100 ml)
3. extractionThe resulting mixture was extracted with EtOAc (2×100 ml)
4. dry with materialThe combined organic extracts were dried over MgSO4
5. filtrationfiltered
6. concentrationconcentrated
7. customto give 2.7 g of crude product
8. customAfter purification by column chromatography on silica gel