Thionyl Chloride → HCID 82634977, compound

HRID 452959Notes

Reaction equation

HRID 452959 reaction equation
[CH2:1]([O:3][C:4]1[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][C:5]=1[C:6](O)=[O:7])[CH3:2].O=S(Cl)[Cl:19]>>[CH2:1]([O:3][C:4]1[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][C:5]=1[C:6]([Cl:19])=[O:7])[CH3:2]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 627017112-Ethoxy-5-(trifluoromethyl)benzoic acid

Product 1

HCID 82634977HCID 82634977, compound

Conditions

Temperature
90 °C

Procedure

A mixture of 2-ethoxy-5-(trifluoromethyl)benzoic acid (0.20 g, 0.84 mmol) and SOCl2 (5 mL) was warmed to 90° C. for 2 hours and then was cooled to ambient temperature and concentrated under reduced pressure. The crude material was diluted with 10 mL toluene and was concentrated again. This dilution/concentration was repeated two additional times to provide 2-ethoxy-5-(trifluoromethyl)benzoyl chloride that was used directly below.

Workup

  1. temperaturewas cooled to ambient temperature
  2. concentrationconcentrated under reduced pressure
  3. additionThe crude material was diluted with 10 mL toluene
  4. concentrationwas concentrated again
  5. concentrationThis dilution/concentration

Sources & evidence

ORD record
ord-e8e0baaa0f0a4e91a5012ff207c53990
Source dataset
uspto-grants-2013_07
Patent number
US08492371B2

Reaction notes

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