Aluminum(III) Chloride → 2,4-Difluorobenzoyl chloride

HRID 231673Notes

Reaction equation

HRID 231673 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][C:3]=1[C:4](F)=[O:5].[Cl-:12].[Al+3].[Cl-].[Cl-]>>[F:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][C:3]=1[C:4]([Cl:12])=[O:5]

Participants

3

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 112406452,4-difluorobenzoyl Fluoride

Product 1

HCID 5880812,4-Difluorobenzoyl chloride

Conditions

Temperature
90 °C

Procedure

13.5 g (.085 mol) of 2,4-diflurobenzoylfluoride were cooled to about 5° C. Aluminum chloride (3.7 g; 0.028 mol) was added slowly over about 0.5 hour. The conversion to the aroyl chloride was 80% (as determined by Gas Chromatography). The reaction was warmed to 90° C. Complete conversion of the starting material resulted. The product was distilled at reduced pressure to yield 2,4-difluorobenzoylchloride as a colorless liquid. This material was not assayed but used directly in the reduction step.

Workup

  1. customresulted
  2. distillationThe product was distilled at reduced pressure

Sources & evidence

ORD record
ord-f6b216ba932f4af0b1ff073d299231ce
Source dataset
uspto-grants-1989_07
Patent number
US04847442

Reaction notes

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