反应详情

温度

4 °C

To a solution of 2-hydroxymethyl-3-benzyloxy-6-methyl-pyran-4(1H)-one (5.28 g, 21.5 mmol, 1 eq) in 100 ml chloroform was added 27 ml of dimethyl sulfoxide and 18.5 ml of triethylamine and the reaction mixture was cooled with an ice-bath to an internal temperature of 3-5° C. Then sulfur trioxide pyridine complex (17.1 g 107 mmol, 5 eq) was added and the mixture was allowed to thaw to room temperature. After stirring for overnight at room temperature, the reaction mixture was washed with water (2×50 ml) and the organic phase was dried over Na2SO4, filtered and concentrated in vacuo to yield an organe oil. Further purification by column chromatography on silica gel (eluant: Et2O) furnished the pure product (4.6 g, 87.7%) as a white crystalline solid. m.p. 78-81° C.

1. additionThen sulfur trioxide pyridine complex (17.1 g 107 mmol, 5 eq) was added
2. customthaw to room temperature
3. washthe reaction mixture was washed with water (2×50 ml)
4. dry with materialthe organic phase was dried over Na2SO4
5. filtrationfiltered
6. concentrationconcentrated in vacuo
7. customto yield an organe oil
8. customFurther purification by column chromatography on silica gel (eluant: Et2O)