Thionyl Chloride → HCID 14946077, compound

HRID 237235

Reaction equation

HRID 237235 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([CH3:13])[C:10](O)=[O:11])=[CH:5][CH:4]=1.S(Cl)([Cl:16])=O>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([CH3:13])[C:10]([Cl:16])=[O:11])=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 257576p-Methoxyphenylpropionic acid

Product 1

HCID 14946077HCID 14946077, compound

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.

Workup

  1. temperaturethe solution was heated
  2. temperatureto reflux for 27 hours
  3. concentrationthe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-aaa3d34f55d8495691df1b37dd6c408c
Source dataset
uspto-grants-2014_02
Patent number
US08642281B2

Linked notes

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