Reaction #324417

Reaction equation

2-(4-methoxyphenyl)propanoic acid

thionyl chloride

→

2-(4-methoxyphenyl)propanoyl chloride

Conditions

Workup

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

Procedure

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