反応 #44761

反応方程式

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

sodium iodide

water

→

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

収率 72.9%

溶媒

2-butanone

反応条件

後処理

1. 1
   温度at reflux for 16 hours
2. 2
   温度After cooling
3. 3
   抽出The mixture was extracted with ethyl acetate
4. 4
   洗浄The organic layer was washed with brine
5. 5
   乾燥dried over sodium sulfate
6. 6
   濃縮concentrated under reduced pressure

実験手順

A solution of 1-(2-chloroethoxy)-4-(benzyl)benzene (734 mg, 2.97 mmol) and sodium iodide (1.78 g, 11.9 mmol) in 2-butanone (30 mL) was heated at reflux for 16 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 732 mg of 1-(2-iodoethoxy)-4-(benzyl)benzene, 1H NMR (300 MHz, CDCl3) δ 7.29 (dd, 2H), 7.19 (dd, 1H), 7.18 (d, 2H), 7.11 (d, 2H), 6.84 (d, 2H), 4.23 (t, 2H), 3.94 (s, 2H), 3.41 (t, 2H) ppm.

出典