反应 #44760

反应方程式

water

4-(benzyl)phenol

1-bromo-2-chloroethane

cesium carbonate

→

1-(2-chloroethoxy)-4-(benzyl)benzene

收率 86.0%

溶剂

acetonitrile

反应条件

后处理

1. 1
   温度at reflux for 12 hours
2. 2
   温度After cooling
3. 3
   萃取The mixture was extracted with ethyl acetate
4. 4
   洗涤The organic layer was washed with brine
5. 5
   干燥dried over sodium sulfate
6. 6
   浓缩concentrated under reduced pressure

实验过程

A solution of 4-(benzyl)phenol (638 mg, 3.46 mmol), 1-bromo-2-chloroethane (2.3 mL, 27.7 mmol) and cesium carbonate (4.5 g, 27.7 mmol) in 35 mL of acetonitrile was heated at reflux for 12 hours. After cooling, water was added. The mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, and concentrated under reduced pressure. Flash chromatography gave 734 mg of 1-(2-chloroethoxy)-4-(benzyl)benzene, 1H NMR (300 MHz, CDCl3) δ 7.29 (dd, 2H), 7.19 (dd, 1H), 7.18 (d, 2H), 7.12 (d, 2H), 6.85 (d, 2H), 4.21 (t, 2H), 3.93 (s, 2H), 3.80 (t, 2H) ppm.

来源