反应详情

温度

-40 °C

Under an atmosphere of nitrogen, 3-benzyloxypropyl-magnesium chloride is prepared from 1-chloro-3-benzyloxypropane (2.42 g, 13 mmol) in dry ether (13 ml) and magnesium turnings (660 mg, 26 mmol). The Grignard solution is separated from the excess of magnesium, cooled to -40° C., and a 10% solution of difluoroacetonitrile in dry THF (10 ml, 13 mmol) is added dropwise, maintaining the temperature at -40° C. After stirring at this temperature, for 30 minutes, the mixture is poured into a cold (0° C.) solution of sodium cyanide (1.27 g) and ammonium chloride (2.10 g) in water (40 ml). The mixture is stirred vigorously for 1 hour; during that time the reaction is allowed to warm up to room temperature. The organic phase is separated and extracted with 2 N HCl. Basification with concentrated ammonia (pH ~9-10), extraction with ether, drying, and evaporation gives the title compound as an oil (1.5 g).

1. customThe Grignard solution is separated from the excess of magnesium
2. temperaturemaintaining the temperature at -40° C
3. stirringThe mixture is stirred vigorously for 1 hour
4. temperatureto warm up to room temperature
5. customThe organic phase is separated
6. extractionextracted with 2 N HCl
7. extractionBasification with concentrated ammonia (pH ~9-10), extraction with ether
8. customdrying
9. customevaporation