反应详情

温度

0 °C

To a solution of 2-cyano-3-fluorophenylzinc (80.0 mL, 40.0 mmol, 0.5 M in THF), tetrakistriphenylphosphine palladium(0) (2.3 g, 2.0 mmol) was added in small portions at 0° C. A solution of 3-bromo-4-fluorobenzoyl chloride (10.0 g, 42.1 mmol) in anhydrous THF (20 mL) was then added dropwise and the reaction mixture was stirred at 0° C. for 1 hour. The reaction was quenched by addition of water (150 mL) and the resulting mixture was extracted with ethyl acetate (2×150 mL). The combined organic extracts were washed with brine, dried over sodium sulfate and concentrated in vacuo. The crude product was purified by flash column chromatography using 30% ethyl acetate in hexanes to afford the title compound (7.90 g, 61% yield).

1. customThe reaction was quenched by addition of water (150 mL)
2. extractionthe resulting mixture was extracted with ethyl acetate (2×150 mL)
3. washThe combined organic extracts were washed with brine
4. dry with materialdried over sodium sulfate
5. concentrationconcentrated in vacuo
6. customThe crude product was purified by flash column chromatography