تفاعل #1726670

ord-764b28f41ebf4e6b93d8e18d62a52a39

معادلة التفاعل

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
المردود 46.2%

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08110519B2uspto-grants-2012_02