反应详情

In a sealed tube a mixture of enantiomer E2 of 3-(3,5-difluorophenyl)pyrrolidin-3-ol (0.29 g, 1.45 mmol), acetonitrile (15 mL), potassium carbonate (0.4 g, 2.9 mmol) and n-butylbromide (0.15 mL, 1.59 mmol) was stirred at ambient temperature for 5 h and then at 60° C. for 2 h. Aqueous sodium carbonate (10%, 5 mL) was added and the aqueous phase was extracted with ethyl acetate (2×50 mL). The combined organic phase was dried (Na2SO4) and evaporated. Purification by flash chromatography on silica gel (ethyl acetate/methanol, 7:1) gave the title compound (0.175 g). [α]D=−19.8° (methanol). The amine was converted to the oxalic acid salt and recrystallized from methanol/diisopropyl ether: M.p. 146-147° C.; MS m/z (relative intensity, 70 eV) 255 (M+, 6), 212 (bp), 98 (46), 182 (35), 57 (29), 127 (13).

1. waitat 60° C. for 2 h
2. extractionthe aqueous phase was extracted with ethyl acetate (2×50 mL)
3. dry with materialThe combined organic phase was dried (Na2SO4)
4. customevaporated
5. customPurification by flash chromatography on silica gel (ethyl acetate/methanol, 7:1)