反应详情

温度

0 °C

2,4-difluoroaniline (9.0 g, 69.71 mmol) and pyridine (5.6 mL, 69.71 mmol) were dissolved in dichloromethane (45 mL) and the solution was cooled to 0° C. A solution of cinnamoyl chloride (13.04 g, 76.7 mmol) dissolved in dichloromethane (45 mL) was added dropwise, and after the addition the reaction was warmed to ambient temperature and stirred for 16 hours. The reaction was quenched with saturated NaHCO3 and the layers were separated. The organic layer was washed with 1 M HCl then dried over Na2SO4 and concentrated in vacuo to provide a white solid. The solid was slurried in dichloromethane (150 mL), stirred for 30 minutes, and then hexanes (150 mL) were added. After stirring several minutes, the white solids were collected by filtration, washed with dichloromethane and air-dried to provide 13.5 g of the desired product. MS APCI (−) m/z 258.0 (M−1) detected.

1. additionwas added dropwise
2. additionafter the addition the reaction
3. temperaturewas warmed to ambient temperature
4. customThe reaction was quenched with saturated NaHCO3
5. customthe layers were separated
6. washThe organic layer was washed with 1 M HCl
7. dry with materialthen dried over Na2SO4
8. concentrationconcentrated in vacuo
9. customto provide a white solid
10. stirringstirred for 30 minutes
11. stirringAfter stirring several minutes
12. filtrationthe white solids were collected by filtration
13. washwashed with dichloromethane
14. customair-dried