反应详情

To a solution of 7-bromo-4-trifluoromethanesulfonyloxycoumarin (5.1 g, 13.7 mmol) in dioxane is added tributyl(1-ethoxyvinyl)tin (4.8 mL, 14.2 mmol), (Ph3P)4Pd (0.790 g, 0.7 mmol) and LiCl (1.74 g, 41 mmol). The mixture is refluxed for 4 h, cooled and partitioned between aqueous NH4Cl and EtOAc. The layers are separated and the aqueous phase is extracted with EtOAc. The combined organic layers are washed with brine and dried over anhydrous Na2SO4. The solvent is evaporated and the residue is chromatographed on silica gel (CH2Cl2/EtOAc; 95:5) and triturated in hexane/Et2O to give the title compound.

1. temperatureThe mixture is refluxed for 4 h
2. temperaturecooled
3. custompartitioned between aqueous NH4Cl and EtOAc
4. customThe layers are separated
5. extractionthe aqueous phase is extracted with EtOAc
6. washThe combined organic layers are washed with brine
7. dry with materialdried over anhydrous Na2SO4
8. customThe solvent is evaporated
9. customthe residue is chromatographed on silica gel (CH2Cl2/EtOAc; 95:5)
10. customtriturated in hexane/Et2O