تفاعل #63303

معادلة التفاعل

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

المردود 54.5%

المذيبات

tetrahydrofuran

diethyl ether

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas cooled in ice
2. 2
   أخرىThe precipitate was removed by filtration
3. 3
   تركيزthe filtrate concentrated in vacuo
4. 4
   أخرىThe residue was purified by chromatography on silica gel
5. 5
   غسيلeluted with dichloromethane

الإجراء التجريبي

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.

المصدر