Réaction #324417

ord-aaa3d34f55d8495691df1b37dd6c408c

Équation de réaction

COc1ccc(C(C)C(=O)O)cc1
2-(4-methoxyphenyl)propanoic acid
O=S(Cl)Cl
thionyl chloride
COc1ccc(C(C)C(=O)Cl)cc1
2-(4-methoxyphenyl)propanoyl chloride

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températurethe solution was heated
  2. 2
    Températureto reflux for 27 hours
  3. 3
    Concentrationthe mixture was concentrated under reduced pressure

Mode opératoire

Under an argon atmosphere, 2-(4-methoxyphenyl)propanoic acid (synthesized by the process of I. Shiina, et al., Eur. J. Org. Chem., 5887-5890 (2008)) (1.20 g, 6.66 mmol) was dissolved in thionyl chloride (6.00 mL, 82.6 mmol) and the solution was heated to reflux for 27 hours. After cooling to room temperature, the mixture was concentrated under reduced pressure to give the crude product of 2-(4-methoxyphenyl)propanoyl chloride (16) as a colorless oil. The product was used in the following reaction without further purification.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08642281B2uspto-grants-2014_02