Reaktion #2006423

ord-e3f84e9606f34caa918071ab9352a4be

Reaktionsgleichung

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

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

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

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE043343E1uspto-grants-2012_05