反応 #9768

反応方程式

triisopropylsilyl chloride

(3-methylthien-2-yl)methanol

sodium hydride

hydrogen

→

title compound

triisopropyl[(3-methylthien-2-yl)methoxy]silane

溶媒

tetrahydrofuran

tetrahydrofuran

ethyl acetate

反応条件

後処理

1. 1
   workup.ADDITIONwas added
2. 2
   抽出The mixture was extracted with water, 2M aqueous sodium hydroxide, water
3. 3
   乾燥dried with brine and over sodium sulfate
4. 4
   その他The crude product was purified by Biotage chromatography®

実験手順

A solution of (3-methylthien-2-yl)methanol (3.20 g) in tetrahydrofuran (10 ml) was added to a mixture of sodium hydride (60% dispersion in mineral oil, 1.05 g) in tetrahydrofuran (40 ml). After the evolution of hydrogen had subsided triisopropylsilyl chloride (5.2 ml) was added. The reaction mixture was stirred for 2 hours then diluted with ethyl acetate. The mixture was extracted with water, 2M aqueous sodium hydroxide, water and dried with brine and over sodium sulfate. The crude product was purified by Biotage chromatography® using 100:1 petroleum ether:ethyl acetate as eluent to give the title compound as a colorless oil.

出典