反应详情

A mixture of (S)-(−)-N-[[3-[4-iodo-3-fluorophenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide (5.45 g), vinyltributyltin (5.48 g) and bis(triphenylphosphine)palladium(II) chloride (303 mg) in 1,4-dioxane (72 mL) under N2 is degassed, heated up to reflux, refluxed for seven hours, cooled to ambient temperature and stirred for 12 hours. The mixture is then diluted with ethyl acetate (40 mL) and water (50 mL) and the layers are separated. The aqueous phase is extracted with ethyl acetate (2×30 mL), and the combined organic phase is washed with saline (40 mL), dried over anhydrous magnesium sulfate, concentrated under reduced pressure and triturated with diethyl ether. The resultant precipitate is filtered to give the title compound, mp 165-166° C.

1. customis degassed
2. temperatureheated up
3. temperatureto reflux
4. temperaturerefluxed for seven hours
5. additionThe mixture is then diluted with ethyl acetate (40 mL) and water (50 mL)
6. customthe layers are separated
7. extractionThe aqueous phase is extracted with ethyl acetate (2×30 mL)
8. washthe combined organic phase is washed with saline (40 mL)
9. dry with materialdried over anhydrous magnesium sulfate
10. concentrationconcentrated under reduced pressure
11. customtriturated with diethyl ether
12. filtrationThe resultant precipitate is filtered