反应详情

温度

50 °C

A mixture of N-(2-fluorophenylmethyl)-3-hydroxy-3-phenylpropylamine (4.5 g, 17 mM), 50% sodium hydride dispersion (870 mg, 17 mM) and dimethylsulphoxide (200 ml) was stirred for 24 hours at 50° C. under argon. The mixture was cooled to ambient temperature, poured onto water (700 ml) and extracted with ether (3×200 ml). The combined ether layers were extracted with 1 N hydrochloric acid (3×50 ml), the acid layer basified and extracted with ether (2×200 ml). The organic phase was dried and the solvent removed under reduced pressure. Recrystallisation from cyclohexane gave the title compound (1.7 g) m.p. 73°-4° C. Found: C, 80.1; H, 7.4; N, 5.9%; C16H17NO requires: C, 80.3; H, 7.2; N, 5.9%.

1. temperatureThe mixture was cooled to ambient temperature
2. additionpoured onto water (700 ml)
3. extractionextracted with ether (3×200 ml)
4. extractionThe combined ether layers were extracted with 1 N hydrochloric acid (3×50 ml)
5. extractionextracted with ether (2×200 ml)
6. customThe organic phase was dried
7. customthe solvent removed under reduced pressure
8. customRecrystallisation from cyclohexane