Thionyl Chloride → 2-(4-Difluoromethoxyphenyl)-3-methylbutyryl chloride

HRID 894544Notes

Reaction equation

HRID 894544 reaction equation
[F:1][CH:2]([F:17])[O:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]([CH:14]([CH3:16])[CH3:15])[C:11](O)=[O:12])=[CH:6][CH:5]=1.S(Cl)([Cl:20])=O>>[F:1][CH:2]([F:17])[O:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]([CH:14]([CH3:16])[CH3:15])[C:11]([Cl:20])=[O:12])=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 131185654-(Difluoromethoxy)-alpha-(1-methylethyl)benzeneacetic acid

Product 1

HCID 131185672-(4-Difluoromethoxyphenyl)-3-methylbutyryl chloride

Procedure

20 g of 4-difluoromethoxy-α-isopropyl-phenylacetic acid were dissolved in 100 ml of thionyl chloride and the solution was heated to the boil for 1 hour. After distilling off excess thionyl chloride, the residue was distilled under a high vacuum. 4-Difluoromethoxy-α-isopropylphenylacetic acid chloride of boiling point 93°-99° C./0.2 mm Hg was obtained.

Workup

  1. temperaturethe solution was heated to the boil for 1 hour
  2. distillationAfter distilling off excess thionyl chloride
  3. distillationthe residue was distilled under a high vacuum

Sources & evidence

ORD record
ord-93f8beaeda1141e0b7058b97dd4003b2
Source dataset
uspto-grants-1981_08
Patent number
US04284643

Reaction notes

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