反应详情

温度

80 °C

A suspension of 3-(1-cyano-1-methylethyl)-N-[3-(2-fluoro-4-nitrophenoxy)phenyl]benzamide (2.03 g, 4.83 mmol), calcium chloride (1.41 g, 12.1 mmol) and reduced iron (2.97 g, 53.1 mmol) in ethanol (300 mL)/water (30 mL) was stirred with heating at 80° C. for 12 hr. The reaction mixture was cooled to room temperature, and passed through a pad filled with celite to separate insoluble material, and the insoluble materials were washed with ethanol. The filtrate and washing were combined and concentrated under reduced pressure. The obtained residue was diluted with ethyl acetate (300 mL), washed with 5% aqueous sodium hydrogencarbonate solution (300 mL), water (200 mL×2) and saturated brine (200 mL), successively, and dried over anhydrous sodium sulfate. The insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=70/30→0/100), and the obtained solution was concentrated under reduced pressure to give the title compound (1.94 g, quantitatively) as a yellow amorphous substance.

1. temperatureThe reaction mixture was cooled to room temperature
2. additionfilled with celite
3. customto separate insoluble material
4. washthe insoluble materials were washed with ethanol
5. washThe filtrate and washing
6. concentrationconcentrated under reduced pressure
7. additionThe obtained residue was diluted with ethyl acetate (300 mL)
8. washwashed with 5% aqueous sodium hydrogencarbonate solution (300 mL), water (200 mL×2) and saturated brine (200 mL)
9. dry with materialsuccessively, and dried over anhydrous sodium sulfate
10. filtrationThe insoluble material was filtered off
11. concentrationthe filtrate was concentrated under reduced pressure
12. customThe obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=70/30→0/100)
13. concentrationthe obtained solution was concentrated under reduced pressure