반응 #71257

반응 방정식

MeI

(3-phenylethynyl-cyclohex-3-enyl)-carbamic acid ethyl ester

NaH

→

(±)-Methyl-(3-phenylethynyl-cyclohex-3-enyl)-carbamic acid ethyl ester

수율 43.0%

용매

THF

THF

DMF

반응 조건

후처리

1. 1
   온도The reaction mixture is cooled to 0°
2. 2
   workup.STIRRINGAfter stirring one hour at room temperature
3. 3
   온도the reaction mixture is cooled to 0° again
4. 4
   workup.ADDITIONice is added
5. 5
   추출the crude product extracted with ethyl acetate
6. 6
   세척washed with water and saline
7. 7
   건조dried with sodium sulfate and column
8. 8
   기타chromatographed
9. 9
   workup.ADDITIONa 4:1 mixture of petroleum ether and ethyl acetate

실험 절차

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%.

출처