反应详情

温度

120 °C

To the solution of methanesulfonic acid 3-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-propyl ester (5 g, 16.8 mmol) in anhydrous dimethyl sulfoxide (50 mL) was added KCN (2.85 g, 44 mmol). The reaction mixture was heated at 120° C. for 16 h. The mixture was cooled, and water was added. The mixture was extracted with ethyl acetate twice. The combined organic layers were washed with saturated aqueous NaHCO3 solution, brine, dried over MgSO4, and concentrated. The residue was purified by chromatography (EtOAc:hexanes=1; 4) to give 4-(tert-butyl-dimethyl-silanyloxy)-3,3-dimethyl-butyronitrile as a yellow oil (2.2 g, 57%).

1. temperatureThe mixture was cooled
2. extractionThe mixture was extracted with ethyl acetate twice
3. washThe combined organic layers were washed with saturated aqueous NaHCO3 solution, brine
4. dry with materialdried over MgSO4
5. concentrationconcentrated
6. customThe residue was purified by chromatography (EtOAc:hexanes=1; 4)