反応 #63303

反応方程式

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

収率 54.5%

溶媒

tetrahydrofuran

diethyl ether

反応条件

後処理

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

実験手順

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.

出典