Réaction #2006423

ord-e3f84e9606f34caa918071ab9352a4be

Équation de réaction

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
Rendement 85.0%
CCc1cc(-c2cccs2)ccc1C(=O)O
4-(2-Thiophenyl)-ethyl Benzoic Acid
Rendement 85.0%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

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

Mode opératoire

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: USRE043343E1uspto-grants-2012_05