反应 #57542

反应方程式

1-(2-Bromo-4-fluoro-phenyl)-ethanone

phenyltrimethylammonium tribromide

→

2-bromo-1-(2-bromo-4-fluoro-phenyl)-ethanone

收率 63.0%

溶剂

tetrahydrofuran

反应条件

后处理

1. 1
   浓缩concentrated
2. 2
   workup.DISSOLUTIONre-dissolved in ethyl acetate
3. 3
   洗涤The organic layer was washed with water (2×150 mL) and brine (1×100 mL)
4. 4
   干燥dried (MgSO4)
5. 5
   过滤filtered
6. 6
   其他evaporated in vacuo
7. 7
   其他Purification

实验过程

To 1-(2-Bromo-4-fluoro-phenyl)-ethanone (2.5 g, 11.52 mmol) in anhydrous tetrahydrofuran (53 mL) under argon was added phenyltrimethylammonium tribromide (4.33 g, 11.52 mmol, 1.0 eq) at 0° C. The reaction mixture was stirred at ambient temperature for 16 h, concentrated, and re-dissolved in ethyl acetate. The organic layer was washed with water (2×150 mL) and brine (1×100 mL), dried (MgSO4), filtered, and evaporated in vacuo. Purification using MPLC chromatography (Biotage) gave 2.14 g (63%) of 2-bromo-1-(2-bromo-4-fluoro-phenyl)-ethanone as a clear oil. 1H-NMR (CD2Cl2) δ 7.57 (dd, J=9.6 Hz, 1H), 7.44 (dd, J=8, 2 Hz, 1H), 7.21 (m, 7.21-7.14, 1H), 4.51 (s, 2H); TLC Rf=0.38, 15% ethyl acetate-hexanes.

来源