反应详情

温度

30 °C

To a solution of 5.39 mmol 3-fluoro-2-formyl-N,N-diisopropyl-5-trifluoromethyl-benzamide in 17 ml ethanol was added portionwise 5.39 mmol sodium borohydride. The temperature was maintained at 30° C. with a water bath. The mixture was then stirred at room temperature for 50 minutes then cooled in an ice-water bath. Excess sodium borohydride was destroyed by adding HCl 2N. Ethanol was removed in vacuo. The residue was taken in 25 ml HCl 6N and refluxed at 120° C. for 2 hours. The mixture was cooled to room temperature and extracted 3 times with dichloromethane. The combined organic phases were dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by chromatography (SiO2, heptane/ethyl acetate) to yield the title compound as a white solid (71% yield). MS (m/e): 220.2 (M+, 100%)

1. temperaturethen cooled in an ice-water bath
2. customExcess sodium borohydride was destroyed
3. additionby adding HCl 2N
4. customEthanol was removed in vacuo
5. temperaturerefluxed at 120° C. for 2 hours
6. temperatureThe mixture was cooled to room temperature
7. extractionextracted 3 times with dichloromethane
8. dry with materialThe combined organic phases were dried over sodium sulfate
9. filtrationfiltered
10. concentrationconcentrated in vacuo
11. customThe residue was purified by chromatography (SiO2, heptane/ethyl acetate)