反应详情

温度

120 °C

In a sealed tube a mixture of enantiomer E1 of 3-(3,5-difluorophenyl)pyrrolidin-3-ol (0.18 g, 0.92 mmol), acetonitrile (5 mL), potassium carbonate (0.25 g, 1.84 mmol) and n-butylbromide (0.1 mL, 1.01 mmol) was heated under microwave irradiation at 120° C. for 45 min. 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 on a Biotage Isolute SCX-3 SPE column (washed with methanol and eluted with methanol/triethylamine, 4:1) and by flash chromatography on silica gel (ethyl acetate/methanol, 7:1) gave the title compound (0.13 g). [α]D=+21.9° (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+, 5), 212 (bp), 98 (66), 57 (51), 182 (39), 127 (18).

1. extractionthe aqueous phase was extracted with ethyl acetate (2×50 mL)
2. dry with materialthe combined organic phase was dried (Na2SO4)
3. customevaporated
4. customPurification
5. washon a Biotage Isolute SCX-3 SPE column (washed with methanol and eluted with methanol/triethylamine, 4:1)