反应 #84034

反应方程式

2,2-dibromo-1-(6-bromonaphthalen-2-yl)ethanone

triethylamine

diethyl phosphite

→

2-bromo-1-(6-bromonaphthalen-2-yl)ethanone

收率 97.0%

溶剂

tetrahydrofurane

反应条件

后处理

1. 1
   过滤The reaction mixture was filtrated
2. 2
   其他the solvent was removed in vacuum
3. 3
   workup.DISSOLUTIONThe obtained residue was dissolved in ethyl acetate (1.2 L)
4. 4
   洗涤washed with water
5. 5
   其他The organic layer was separated
6. 6
   干燥dried over sodium sulphate
7. 7
   过滤filtrated
8. 8
   浓缩concentrated

实验过程

2,2-dibromo-1-(6-bromonaphthalen-2-yl)ethanone (90.0 g, 221 mmol, 1.00) was dissolved in tetrahydrofurane (800 mL), triethylamine (27.67 mL, 199 mmol, 0.9 equiv.) was added followed by diethyl phosphite (45.8 g, 332 mmol, 1.50 equiv.). The reaction mixture was stirred overnight. The reaction mixture was filtrated and the solvent was removed in vacuum. The obtained residue was dissolved in ethyl acetate (1.2 L) and washed with water. The organic layer was separated, dried over sodium sulphate, filtrated and concentrated to yield crude 2-bromo-1-(6-bromonaphthalen-2-yl)ethanone (70.3 g). Recrystallization from acetonitrile gave 30 g (first batch) and 6.5 g (second batch) of 2-bromo-1-(6-bromonaphthalen-2-yl)ethanone (50%)

来源