反应详情

温度

0 °C

Dissolve 3,3-dimethylbutylamine (0.8 mL, 6.4 mmol) in anhydrous THF (2 mL) under nitrogen. Cool the solution at 0° C. and add DIBAL-H (6.2 mL, 6.2 mmol, 1M solution in toluene). Allow the mixture to warm up to room temperature and stir for 2 h. Add this complex to a solution of methyl (4-cyanophenyl)acetate (192 mg, 1.1 mmol) in THF (4 mL) and stir at room temperature overnight. Dilute with EtOAc and quench with 5% KHSO4. Dry the organic phase over MgSO4, filter and concentrate in vacuo. Purify by chromatography on silica gel eluting with hexane/EtOAc (7:3) to obtain the desired intermediate (160 mg, 60%). MS (ES+) m/z: 245 (M+H)+.

1. temperatureAllow the mixture to warm up to room temperature
2. stirringstir at room temperature overnight
3. customquench with 5% KHSO4
4. dry with materialDry the organic phase over MgSO4
5. filtrationfilter
6. concentrationconcentrate in vacuo
7. customPurify by chromatography on silica gel eluting with hexane/EtOAc (7:3)