反应详情

温度

110 °C

To a mixture of 4-bromo-3-fluoroaniline (13.3 g, 70.0 mmol), ethyl acrylate (9.48 mL, 87.5 mmol), tris(2-methylphenyl)phosphine (8.52 g, 28.0 mmol), N,N-diisopropylethylamine (50 mL) and N,N-dimethylformamide (50 mL) was added palladium(II) acetate (0.786 g, 3.50 mmol), and the mixture was stirred at 110° C. for 5 hr under an argon atmosphere. The reaction mixture was cooled, and the solvent was evaporated under reduced pressure. Water and ethyl acetate were added to the residue, and the insoluble material was filtered off through celite. The filtrate was separated into the aqueous layer and the organic layer. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=20:80-60:40) to give the title compound (14.0 g, yield 96%). A part thereof was recrystallized to give yellow prisms.

1. temperatureThe reaction mixture was cooled
2. customthe solvent was evaporated under reduced pressure
3. additionWater and ethyl acetate were added to the residue
4. filtrationthe insoluble material was filtered off through celite
5. customThe filtrate was separated into the aqueous layer
6. washThe organic layer was washed with saturated brine
7. dry with materialdried over anhydrous magnesium sulfate
8. concentrationconcentrated under reduced pressure
9. customThe residue was purified by silica gel column chromatography (ethyl acetate:hexane=20:80-60:40)