反应详情

温度

23 °C

With ice-cooling, 0.36 g of sodium borohydride were added a little at a time to a solution of 6.0 g of 3-chloro-2-(4-chlorobenzoyl)-5-trifluoromethylpyridine in 10 ml of anhydrous ethanol. The reaction mixture was stirred at 23° C. for 20 hours, after which 50 ml of 10% strength hydrochloric acid were carefully added dropwise. The ethanol was evaporated and the product was subsequently extracted with tert-butyl methyl ether (three times 30 ml). The combined organic phases were dried over sodium sulfate and then concentrated. The crude product was purified by silica gel chromatography (eluent: cyclohexane/tert-butyl methyl ether=9:1). Yield: 3.6 g (60%) of a colorless oil; 1H NMR (270 MHz; in CDCl3): δ[ppm]=5.02 (d,1H), 6.02 (d,1H), 7.33-7.41 (m,4H), 7.91 (s,1H), 8.81 (s,1H).

1. temperatureWith ice-cooling
2. customThe ethanol was evaporated
3. extractionthe product was subsequently extracted with tert-butyl methyl ether (three times 30 ml)
4. dry with materialThe combined organic phases were dried over sodium sulfate
5. concentrationconcentrated
6. customThe crude product was purified by silica gel chromatography (eluent: cyclohexane/tert-butyl methyl ether=9:1)