反応 #1726670

反応方程式

N-bromosuccinimide

2-phenylpropene

N-bromosuccinimide

bromobenzene

→

3-bromo-2-phenylpropene

収率 46.2%

反応条件

後処理

1. 1
   workup.DISSOLUTIONwas dissolved
2. 2
   その他the precipitate was subsequently removed by filtration
3. 3
   洗浄washed with chloroform
4. 4
   workup.DISTILLATIONThe filtrate was purified by distillation under reduced pressure

実験手順

A mixture of 2-phenylpropene (22.4 g, 190 mmoles), N-bromosuccinimide (23.7 g, 133 mmoles) and bromobenzene (76 ml) was superheated on an oil bath at 160° C. until the N-bromosuccinimide was dissolved. The reaction mixture was cooled to room temperature, and the precipitate was subsequently removed by filtration and washed with chloroform. The filtrate was purified by distillation under reduced pressure to obtain 12.1 g of 3-bromo-2-phenylpropene (b.p. 80° C. to 85° C./3 mmHg). 1H-NMR (CDCl3)δ=4.39 (s, 2H), 5.49 (s, 1H), 5.56 (s, 1H), 7.33-7.51 (m, 5H); 13C NMR (CDCl3)δ=34.2, 117.2, 126.1, 128.3, 128.5, 137.6, 144.2.

出典