反应 #674370

反应方程式

1-(3,5-dichlorophenyl)-2,2,2-trifluoroethanol

NBS

triphenyl phosphite

1-(1-Bromo-2,2,2-trifluoroethyl)-3,5-dichlorobenzene

→

title compound

收率 40.0%

2,2,2-Trifluoro-1-(3-(trifluoromethyl)phenyl)ethanol

收率 40.0%

溶剂

CH2Cl2

反应条件

后处理

1. 1
   其他the resultant reaction mixture
2. 2
   温度was heated
3. 3
   温度at reflux for 18 h
4. 4
   浓缩was concentrated under reduced pressure
5. 5
   其他Purification
6. 6
   洗涤by flash column chromatography (SiO2, 100-200 mesh; eluting with 100% pentane)

实验过程

1-(1-Bromo-2,2,2-trifluoroethyl)-3,5-dichlorobenzene (AI1). To a stirred solution of 1-(3,5-dichlorophenyl)-2,2,2-trifluoroethanol (4.0 g, 16.3 mmol) in CH2Cl2 (50 mL), were added NBS (2.9 g, 16.3 mmol) and triphenyl phosphite (5.06 g, 16.3 mmol), and the resultant reaction mixture was heated at reflux for 18 h. After the reaction was deemed complete by TLC, the reaction mixture was cooled to 25° C. and was concentrated under reduced pressure. Purification by flash column chromatography (SiO2, 100-200 mesh; eluting with 100% pentane) afforded the title compound as a liquid (2.0 g, 40%): 1H NMR (400 MHz, CDCl3) δ 7.41 (s, 3H), 5.00 (m, 1H); EIMS m/z 306 ([M]+).

来源