반응 #835965

반응 방정식

ether

1,3-butanediol

imidazole

t-butylchlorodimethylsilane

→

title compound

수율 80.0%

4-(t-butyldimethylsilyloxy)-2-butanol

수율 80.0%

용매

hexane

N,N-dimethylformamide

N,N-dimethylformamide

반응 조건

후처리

1. 1
   기타the white solid thus precipitated
2. 2
   여과was filtered off
3. 3
   세척The resulting ether solution was washed with water and brine
4. 4
   건조dried over magnesium sulfate
5. 5
   농축concentrated
6. 6
   기타The residue thus obtained
7. 7
   농축ethyl acetate=5:1 eluate was concentrated

실험 절차

In N,N-dimethylformamide (30 ml) was dissolved 1,3-butanediol (3.00 g, 33.3 mmol), followed by the dropwise addition of an N,N-dimethylformamide solution (30 ml) of imidazole (2.72 g, 40.0 mmol) and t-butylchlorodimethylsilane (5.29 g, 35.0 mmol). After stirring at room temperature for 24 hours, ether was added to the reaction mixture and the white solid thus precipitated was filtered off. The resulting ether solution was washed with water and brine, dried over magnesium sulfate and then concentrated. The residue thus obtained was subjected to flash chromatography on a silica gel column, and the fraction obtained from the hexane:ethyl acetate=5:1 eluate was concentrated, whereby the title compound (5.43 g, 26.6 mmol, 80%) was obtained as a colorless oil.

출처