反应详情

温度

60 °C

A flask charged with 4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranos-1-yl)-2-(4-iodo-benzyl)-benzonitrile (0.16 g), pentafluoroethyltrimethylsilane (0.14 g), KF (43 mg), CuI (0.16 g), DMF (2 mL) and Ar atmosphere is heated at 60° C. for 24 h. Then, aqueous NaHCO3 solution is added and the resulting mixture is extracted with ethyl acetate. The combined organic phases are dried over sodium sulfate and the solvent is removed. The residue is dissolved in methanol (8 mL) and treated with 4 M KOH solution (0.8 mL). The solution is stirred at room temperature for 1 h and then diluted with aqueous NaHCO3 solution. After removal of the methanol under reduced pressure, the residue is extracted with ethyl acetate, the combined organic extracts are dried and the solvent is removed. The residue is chromatographed on silica gel (dichloromethane/methanol 1:0->8:1).

1. extractionthe resulting mixture is extracted with ethyl acetate
2. dry with materialThe combined organic phases are dried over sodium sulfate
3. customthe solvent is removed
4. dissolutionThe residue is dissolved in methanol (8 mL)
5. additiontreated with 4 M KOH solution (0.8 mL)
6. additiondiluted with aqueous NaHCO3 solution
7. customAfter removal of the methanol under reduced pressure
8. extractionthe residue is extracted with ethyl acetate
9. customthe combined organic extracts are dried
10. customthe solvent is removed
11. customThe residue is chromatographed on silica gel (dichloromethane/methanol 1:0->8:1)