反应详情

温度

60 °C

To a solution of 4-[2-(tert-butyldimethylsilanyloxy)-ethyl]-1-trityl-1H-imidazole (2.10 g, 4.48 mmol) in acetonitrile (20 mL) is added 2-bromomethylbenzonitrile (0.967 g, 4.93 mmol). The reaction mixture is stirred at 60° C. for 16 h. It is then cooled to room temperature and diethylamine (5 mL, 44.8 mmol) is added. The reaction mixture is stirred at 60° C. for 30 min. It is then cooled to room temperature and the solvents are removed in vacuo. Methanol (25 mL) is added and stirring is continued for 1 h at room temperature. Methanol is removed by concentration in vacuo. The residue is dissolved in ethyl acetate and washed with water twice. The combined organic phase is dried over Na2SO4 and concentrated in vacuo. The residue is purified by silica gel chromatography (dichloromethane-methanol, 19:1) to give 2-{5-[2-(tert-butyldimethylsilanyloxy)-ethyl]-imidazol-1-ylmethyl}-benzonitrile; MS (ESI) m/z 342 (M+H)

1. temperatureIt is then cooled to room temperature
2. stirringThe reaction mixture is stirred at 60° C. for 30 min
3. temperatureIt is then cooled to room temperature
4. customthe solvents are removed in vacuo
5. additionMethanol (25 mL) is added
6. stirringstirring
7. waitis continued for 1 h at room temperature
8. customMethanol is removed by concentration in vacuo
9. dissolutionThe residue is dissolved in ethyl acetate
10. washwashed with water twice
11. dry with materialThe combined organic phase is dried over Na2SO4
12. concentrationconcentrated in vacuo
13. customThe residue is purified by silica gel chromatography (dichloromethane-methanol, 19:1)