反应详情

22 mg (0.082 mmol) (3-phenylethynyl-cyclohex-3-enyl)-carbamic acid ethyl ester are dissolved in 2 ml DMF and 1 THF. 8 mg (0.165 mmol) of a 60% dispersion of NaH in oil is added and the mixture stirred under argon for 90 minutes at room temperature. The reaction mixture is cooled to 0°, and 16 microliters MeI in 0.5 ml THF are added dropwise. After stirring one hour at room temperature, the reaction mixture is cooled to 0° again, ice is added and the crude product extracted with ethyl acetate, washed with water and saline, dried with sodium sulfate and column chromatographed using a 4:1 mixture of petroleum ether and ethyl acetate. Yield: 43%.

1. temperatureThe reaction mixture is cooled to 0°
2. stirringAfter stirring one hour at room temperature
3. temperaturethe reaction mixture is cooled to 0° again
4. additionice is added
5. extractionthe crude product extracted with ethyl acetate
6. washwashed with water and saline
7. dry with materialdried with sodium sulfate and column
8. customchromatographed
9. additiona 4:1 mixture of petroleum ether and ethyl acetate