反応 #835965

反応方程式

ether

1,3-butanediol

imidazole

t-butylchlorodimethylsilane

→

title compound

収率 80.0%

4-(t-butyldimethylsilyloxy)-2-butanol

収率 80.0%

溶媒

hexane

N,N-dimethylformamide

N,N-dimethylformamide

反応条件

後処理

1. 1
   その他the white solid thus precipitated
2. 2
   ろ過was filtered off
3. 3
   洗浄The resulting ether solution was washed with water and brine
4. 4
   乾燥dried over magnesium sulfate
5. 5
   濃縮concentrated
6. 6
   その他The residue thus obtained
7. 7
   濃縮ethyl acetate=5:1 eluate was concentrated

実験手順

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.

出典