反应详情

温度

0 °C

To a suspension of 60% sodium hydride (4.0 g) in dry dimethylformamide at 0-2° C. under nitrogen was dropwise added a solution of N-(diphenylmethylene)aminoacetonitrile (11.1 g) in dry dimethylformamide (60 ml) and the mixture was stirred for 1 hour at 0° C., 2,3-Dichloro-5-trifluoromethyl pyridine (7 ml) in dry dimethylformamide (20 ml) was added dropwise over 10 minutes. The mixture was stirred at 0° C. for 30 minutes and then warmed to 22° C. over 3 hours. The mixture was re-cooled to less than 10° C., and ethanol (3 ml) was added dropwise and stirring continued for 15 minutes. The mixture was poured as a thin stream into a stirred mixture of diethyl ether (500 ml) and 20% saturated aqueous ammonium chloride solution. The phases were separated and the organic phase was washed with 20% saturated aqueous ammonium chloride solution (2×150 ml). The organic phase was dried over anhydrous magnesium sulphate, filtered and evaporated onto flash silica (50 g). Chromatography over silica eluting with 5-20% diethyl ether in 40/60° Bp petrol gave the title compound, m.p. 108-110° C.

1. stirringThe mixture was stirred at 0° C. for 30 minutes
2. temperaturewarmed to 22° C. over 3 hours
3. temperatureThe mixture was re-cooled to less than 10° C.
4. stirringstirring
5. waitcontinued for 15 minutes
6. customThe phases were separated
7. washthe organic phase was washed with 20% saturated aqueous ammonium chloride solution (2×150 ml)
8. dry with materialThe organic phase was dried over anhydrous magnesium sulphate
9. filtrationfiltered
10. customevaporated onto flash silica (50 g)