反应详情

To a solution of 1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate (514 mg, 2 mmol) in THF (10 mL) at −78° C. was added dropwise LDA (1.5 M in cyclohexane, 2 mL, 3 mmol). After stirring for 30 minutes, 2-bromo-N,N-dimethylethanamine (370 mg, 2.4 mmol) in THF (3 mL) was added. The reaction was stirred for 30 min at −78° C., then allowed to warm to room temperature, stirred for 2 hours, then quenched with sat. aq. NaHCO3, diluted with EtOAc, washed with sat. aq. NaHCO3 and brine (with back extraction), dried over MgSO4, and concentrated under vacuum. The residue was purified by flash chromatography (40 g SiO2, 0-15% MeOH:CH2Cl2) to give the title compound (328 mg, 1.0 mmol, 50%) as a yellow oil. MS (ES+) [M+H]+=329.

1. stirringThe reaction was stirred for 30 min at −78° C.
2. stirringstirred for 2 hours
3. customquenched with sat. aq. NaHCO3
4. additiondiluted with EtOAc
5. washwashed with sat. aq. NaHCO3 and brine (with back extraction)
6. dry with materialdried over MgSO4
7. concentrationconcentrated under vacuum
8. customThe residue was purified by flash chromatography (40 g SiO2, 0-15% MeOH:CH2Cl2)