反应详情

温度

100 °C

20.0 mmol of sodium hydride (60% dispersion in paraffin) are added to a solution of 20.0 mmol of (1-trityl-1H-imidazol-4-yl)methanol [33769-07-02] in 120 ml of absolute N,N-dimethylformamide under argon. The mixture is heated at 100° C. for 1 hour and then cooled to 40° C. A solution of 20.0 mmol of 4-oxiranylbenzonitrile [52695-39-3] in 10 ml of absolute N,N-dimethylformamide is added dropwise at 35-40° C., and the reaction mixture is stirred at 40° C. for 15 minutes. The reaction mixture is cooled to room temperature, poured into ice-water and extracted with ethyl acetate. The combined organic phases are washed with water and brine, dried over sodium sulphate and evaporated. The title compound is obtained as a white solid from the residue by flash chromatography (SiO2 60F). Rf=0.29 (dichloromethane-methanol 95:5); Rt=4.26 (gradient I).

1. temperaturecooled to 40° C
2. temperatureThe reaction mixture is cooled to room temperature
3. extractionextracted with ethyl acetate
4. washThe combined organic phases are washed with water and brine
5. dry with materialdried over sodium sulphate
6. customevaporated