反应详情

温度

80 °C

Tetrakistriphenylphosphine palladium (0) (4.66 g) and cesium fluoride (21.4 g) were added to a solution of 1-bromo-3,4,5-trifluorobenzene (8.5 g) and trans-1-propen-1-ylboronic acid (4.1 g) in dioxane (95 ml) and water (5 ml) in a nitrogen atmosphere, and the reaction solution was stirred at 80° C. for five hours. The reaction solution was returned to room temperature. Then, hexane and water were added to the reaction solution, and the insoluble matter was removed by filtration. The organic layer was separated and then washed with water, and the insoluble matter was removed by filtration again. The organic layer was separated and then sequentially washed with water and brine. The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (hexane) to obtain 5.83 g of the title compound.

1. customwas returned to room temperature
2. customthe insoluble matter was removed by filtration
3. customThe organic layer was separated
4. washwashed with water
5. customthe insoluble matter was removed by filtration again
6. customThe organic layer was separated
7. washsequentially washed with water and brine
8. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
9. customthe solvent was evaporated under reduced pressure
10. customThe resulting crude product was purified by silica gel column chromatography (hexane)