Реакция #2006423

ord-e3f84e9606f34caa918071ab9352a4be

Уравнение реакции

C=Cc1ccc(C(=O)O)cc1
4-vinyl-benzoic acid
Sc1ccccc1
benzenethiol
CC(C)(C#N)N=NC(C)(C)C#N
VAZO
CCc1cc(-c2cccs2)ccc1C(=O)O
white solid
Выход 85.0%
CCc1cc(-c2cccs2)ccc1C(=O)O
4-(2-Thiophenyl)-ethyl Benzoic Acid
Выход 85.0%

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеAccording to the published procedure (Gareau et al., Tet. Lett., 1994, 1837), under nitrogen atmosphere in a 50 mL round bottomed flask
  2. 2
    Температураat reflux
  3. 3
    Другоеthe solvent was evaporated under vacuo
  4. 4
    ДругоеThe solid was purified by trituration

Методика

According to the published procedure (Gareau et al., Tet. Lett., 1994, 1837), under nitrogen atmosphere in a 50 mL round bottomed flask containing 4-vinyl-benzoic acid (1.0 g, 6.75 mmoles) in 10 mL of benzene (0.7 M) was added benzenethiol (797 μL, 7.76 mmoles) followed by VAZO™ (Aldrich Chemical Company, 495 mg, 2.02 mmoles). The mixture was stirred for 12 hours at reflux. The resulting solution was cooled at room temperature and the solvent was evaporated under vacuo. The solid was purified by trituration using hexane and dichloromethane to afford 1.94 g (85%) of white solid.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: USRE043343E1uspto-grants-2012_05