反应 #63303

反应方程式

phosphine

2,2,3,3,4,4,4-heptafluoro-N-[4-(2-hydroxyethyl)phenyl]butanamide

carbon tetrabromide

triphenylphosphine

→

2,2,3,3,4,4,4-heptafluoro-N-[4-(2-bromoethyl)phenyl]butanamide

收率 54.5%

溶剂

tetrahydrofuran

diethyl ether

反应条件

后处理

1. 1
   温度was cooled in ice
2. 2
   其他The precipitate was removed by filtration
3. 3
   浓缩the filtrate concentrated in vacuo
4. 4
   其他The residue was purified by chromatography on silica gel
5. 5
   洗涤eluted with dichloromethane

实验过程

A mixture of 2,2,3,3,4,4,4-heptafluoro-N-[4-(2-hydroxyethyl)phenyl]butanamide (25 g), carbon tetrabromide (51 g), diethyl ether (140 mL) and tetrahydrofuran (140 mL) was cooled in ice and treated with triphenylphosphine (39.3 g), portionwise. When addition of the phosphine was complete, the reaction mixture was allowed to warm to room temperature and stirred for 2 hours. The precipitate was removed by filtration and the filtrate concentrated in vacuo. The residue was purified by chromatography on silica gel, eluted with dichloromethane to give 16.2 g of 2,2,3,3,4,4,4-heptafluoro-N-[4-(2-bromoethyl)phenyl]butanamide as a white solid.

来源