反应详情

温度

0 °C

To a suspension of NaH (0.81 g, 18.6 mmol) in DMF (30 mL) under argon atmosphere and cooled to 0° C., a solution of 1-(4-fluorophenyl)-2-(4-pyridyl)ethanone (2.00 g, 9.3 mmol, obtained in reference example 1) in DMF (15 mL) was added and stirred to room temperature for 30 minutes. It was then cooled to 0° C. and a solution of 4-fluorobenzoyl chloride (2.95 g, 1.9 mmol) in DMF (10 mL) was added. It was stirred at room temperature overnight. Water was added and the solvent was evaporated off. The residue was dissolved in a mixture of CHCl3 and water and the phases were separated. The aqueous phase was extracted with CHCl3 (×3). The organic phase was washed with water (×2), dried over Na2SO4 and concentrated to dryness. The crude product obtained was purified by chromatography on silica gel using hexane-EtOAc mixtures of increasing polarity as eluent, to afford 0.98 g of the desired compound as a yellow solid (yield: 31%).

1. temperatureIt was then cooled to 0° C.
2. stirringIt was stirred at room temperature overnight
3. customthe solvent was evaporated off
4. dissolutionThe residue was dissolved in a mixture of CHCl3 and water
5. customthe phases were separated
6. extractionThe aqueous phase was extracted with CHCl3 (×3)
7. washThe organic phase was washed with water (×2)
8. dry with materialdried over Na2SO4
9. concentrationconcentrated to dryness
10. customThe crude product obtained
11. customwas purified by chromatography on silica gel
12. temperatureof increasing polarity as eluent