反应详情

To a solution of 3-(3,5-difluorophenyl)-3-methoxypyrrolidine (1.3 g, 6.1 mmol) in dry dimethyl formamide (5 mL), was added sodium hydride (60% dispersion in mineral oil, 0.27 g, 6.7 mmol). The mixture was stirred for 15 min after which a solution of benzylbromide (0.725 mL, 6.1 mmol) in dry dimethyl formamide (5 mL) was added dropwise. The mixture was stirred for 30 min, hydrochloric acid (10%, 50 ml) was added and the aqueous phase was extracted with diethylether (50 mL), the aqueous phase was made basic with Na2CO3 and extracted with ethyl acetate (3×50 mL). The combined organic phase was washed with aqueous LiCl (5%, 50 mL), dried (Na2SO4), filtered and evaporated. Purification by flash column chromatography on silica gel (ethyl acetate) gave the title compound (1.15 g, 62%). MS m/z (rel. intensity, 70 eV) 273 (10), 133 (42), 132 (23), 91 (bp), 65 (11).

1. additionwas added dropwise
2. extractionthe aqueous phase was extracted with diethylether (50 mL)
3. extractionextracted with ethyl acetate (3×50 mL)
4. washThe combined organic phase was washed with aqueous LiCl (5%, 50 mL)
5. dry with materialdried (Na2SO4)
6. filtrationfiltered
7. customevaporated
8. customPurification by flash column chromatography on silica gel (ethyl acetate)