反应详情

温度

50 °C

A mixture of 4-fluorobenzaldehyde (3.18 g, 25.6 mmol), acetamide (3.78 g, 64.0 mmol) and trimethylsilyl chloride (3.58 mL, 28.2 mmol) in acetonitrile (12 mL) and toluene (12 mL) was heated at 50° C. for 1 hour. Additional acetamide (1.28 g, 21.7 mmol) and trimethylsilyl chloride (1.2 mL, 9.5 mmol) were added, and heating was continued for 90 minutes, at which point 4-methylbenzenesulfinic acid (6.00 g, 38.4 mmol) was added. The reaction was allowed to proceed at 50° C. for 18 hours, then was cooled to room temperature and diluted with tert-butyl methyl ether (20 mL). After 5 minutes of stirring, the mixture was further diluted with water (100 mL), cooled to 0° C. for 1 hour and filtered; the collected solid was rinsed with tert-butyl methyl ether. The product was obtained as a white solid. Yield: 4.276 g, 13.3 mmol, 52%. 1H NMR (400 MHz, DMSO-d6) δ 1.77 (s, 3H), 2.41 (s, 3H), 6.34 (d, J=10.5 Hz, 1H), 7.27 (dd, J=8.9, 8.9 Hz, 2H), 7.43 (d, J=8.0 Hz, 2H), 7.65 (dd, J=8.8, 5.5 Hz, 2H), 7.70 (d, J=8.3 Hz, 2H), 9.39 (d, J=10.5 Hz, 1H).

1. temperatureheating
2. additionwas added
3. temperaturewas cooled to room temperature
4. temperaturecooled to 0° C. for 1 hour
5. filtrationfiltered
6. washthe collected solid was rinsed with tert-butyl methyl ether
7. customThe product was obtained as a white solid