반응 #448871

반응 방정식

water

tert-butyldimethylchlorosilane

5-bromo-1-pentanol

imidazole

→

title compound

수율 89.1%

1-Bromo-5-tert-butyldimethylsilyloxypentane

수율 89.1%

용매

diethyl ether

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   세척the organic phase is washed 4 times with water
2. 2
   기타dried on sodium sulfate
3. 3
   농축concentrated by evaporation
4. 4
   기타The crude product is chromatographed on silica gel with hexane/diethyl ether

실험 절차

A solution of 28 g of crude 5-bromo-1-pentanol in 144 ml of tetrahydrofuran is mixed with 24 g of imidazole. Then, a solution of 30.3 g of tert-butyldimethylchlorosilane in 46 ml of tetrahydrofuran is added in drops, and it is stirred for 4 hours at room temperature. The reaction mixture is poured into water, shaken out with diethyl ether, the organic phase is washed 4 times with water, dried on sodium sulfate and concentrated by evaporation. The crude product is chromatographed on silica gel with hexane/diethyl ether. 42 g of the title compound is obtained as a colorless liquid.

출처