反应详情

温度

-5 °C

To a solution of 38 mL (76 mmol) LDA in THF (2N) was added 9.8 g (38 mmol) 1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate (commercially available) in 10 mL THF at −5° C. and stirred at −5° C. for 3 h. 10.58 g (76 mmol) 1-bromo-2-methoxyethane in 10 mL THF was added drop-wise, stirred for 1 h at −5° C. and stirred at room temperature over night. KHSO4 aq. (1M) was added and the mixture was extracted with ethyl acetate. The combined organic layers were dried with MgSO4 and evaporated to dryness. The residue was purified by column chromatography on silica eluting with a gradient formed from ethyl acetate and heptane to yield after evaporation of the product containing fractions 8.19 g (68%) of the title compound as yellow oil. MS m/e: 315.2 [M+H]+.

1. stirringstirred for 1 h at −5° C.
2. stirringstirred at room temperature over night
3. extractionthe mixture was extracted with ethyl acetate
4. dry with materialThe combined organic layers were dried with MgSO4
5. customevaporated to dryness
6. customThe residue was purified by column chromatography on silica eluting with a gradient
7. customformed from ethyl acetate and heptane
8. customto yield
9. customafter evaporation of the product
10. additioncontaining fractions 8.19 g (68%) of the title compound as yellow oil