Thionyl Chloride → 2,6-Difluorophenylacetyl chloride

HRID 727833

Reaction equation

HRID 727833 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[CH2:9][C:10]([OH:12])=O.S(Cl)([Cl:15])=O>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[CH2:9][C:10]([Cl:15])=[O:12]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 1235852,6-Difluorophenylacetic acid

Product 1

HCID 27583212,6-Difluorophenylacetyl chloride

Procedure

75.3 g (0.44 mol) of 2,6-difluorophenylacetic acid are dissolved in 96 ml (156.5 g; 1.32 mol) of thionyl chloride, stirred for 1 hour at 60° and then heated under reflux for 2 hours. The excess thionyl chloride is then distilled off and the residue is fractionated, yielding 79.5 g (95% of the theoretical yield) of 2,6-difluorophenylacetyl chloride.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 2 hours
  3. distillationThe excess thionyl chloride is then distilled off
  4. customyielding 79.5 g (95% of the

Sources & evidence

ORD record
ord-6c85fe6bc8664cbe91c309939c981546
Source dataset
uspto-grants-1991_09
Patent number
US05045556

Linked notes

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