反应 #1726670

ord-764b28f41ebf4e6b93d8e18d62a52a39

反应方程式

O=C1CCC(=O)N1Br
N-bromosuccinimide
C=C(C)c1ccccc1
2-phenylpropene
O=C1CCC(=O)N1Br
N-bromosuccinimide
Brc1ccccc1
bromobenzene
C=C(CBr)c1ccccc1
3-bromo-2-phenylpropene
收率 46.2%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

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

实验过程

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.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08110519B2uspto-grants-2012_02