반응 #1726670

ord-764b28f41ebf4e6b93d8e18d62a52a39

반응 방정식

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
수율 46.2%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.DISSOLUTIONwas dissolved
  2. 2
    기타the precipitate was subsequently removed by filtration
  3. 3
    세척washed with chloroform
  4. 4
    workup.DISTILLATIONThe filtrate was purified by distillation under reduced pressure

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08110519B2uspto-grants-2012_02