反応 #1559936

反応方程式

3-bromo-2-methyl-1-propene

3,3-diethoxy-1-propanol

sodium hydride

→

oil

収率 50.1%

3-(3,3-Diethoxypropoxy)-2-methylprop-1-ene

収率 50.1%

溶媒

THF

反応条件

後処理

1. 1
   workup.STIRRINGThe reaction mixture was then stirred for a further 18 hours
2. 2
   その他The reaction mixture was quenched with saturated sodium hydrogen carbonate
3. 3
   抽出extracted with ethyl acetate (×3)
4. 4
   洗浄The combined organic extracts were washed with saturated aqueous sodium hydrogen carbonate solution and brine
5. 5
   乾燥dried (sodium sulfate)
6. 6
   ろ過filtered
7. 7
   濃縮concentrated under reduced pressure

実験手順

To a stirred solution of 3,3-diethoxy-1-propanol (3.0 g, 22.2 mmol) in anhydrous THF (50 mL) was added sodium hydride (60% dispersion in mineral oil, 1.07 g, 26.6 mmol). The reaction mixture was stirred for 30 minutes, and 3-bromo-2-methyl-1-propene (3.63 g, 24.5 mmol) then added. The reaction mixture was then stirred for a further 18 hours. The reaction mixture was quenched with saturated sodium hydrogen carbonate and extracted with ethyl acetate (×3). The combined organic extracts were washed with saturated aqueous sodium hydrogen carbonate solution and brine, dried (sodium sulfate), filtered and concentrated under reduced pressure to afford an oil (2.25 g, 50%). The material used in the next step without further purification.

出典