反应详情

温度

-78 °C

Ethyl 1-benzylpiperidine-4-carboxylate (2.47 g, 10 mmol) was dissolved in tetrahydrofuran (20 mL) and cooled to −78° C. Lithium bis(trimethylsilyl)amide (11 mL, 1.0 M in tetrahydrofuran) was added slowly, and stirred for 30 minutes. 2-fluoro-benzylbromide (1.34 mL, 11 mmol) in 5 mL tetrahydrofuran was added slowly. The resulting solution was allowed to reach room temperature and stirred over night. The reaction was quenched with ammonium chloride (aq, sat) and partitioned between water and ethyl acetate. The organic layer was washed with brine and dried over magnesium sulphate, filtrated and concentrated. The crude material was purified on silica (heptane/ethyl acetate), to give 2.7 g (77%) the subtitle compound as a colourless oil.

1. customto reach room temperature
2. stirringstirred over night
3. customThe reaction was quenched with ammonium chloride (aq, sat)
4. custompartitioned between water and ethyl acetate
5. washThe organic layer was washed with brine
6. dry with materialdried over magnesium sulphate
7. filtrationfiltrated
8. concentrationconcentrated
9. customThe crude material was purified on silica (heptane/ethyl acetate)