Dimethylformamide → 2,4,5-Trifluoro-3-difluoromethoxybenzoyl chloride

HRID 440234Notes

Reaction equation

HRID 440234 reaction equation
[F:1][C:2]1[C:10]([O:11][CH:12]([F:14])[F:13])=[C:9]([F:15])[C:8]([F:16])=[CH:7][C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:19])=O.CN(C)C=O>C1(C)C=CC=CC=1>[F:1][C:2]1[C:10]([O:11][CH:12]([F:14])[F:13])=[C:9]([F:15])[C:8]([F:16])=[CH:7][C:3]=1[C:4]([Cl:19])=[O:5]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 24386Thionyl Chloride2×HCID 150237813-(Difluoromethoxy)-2,4,5-trifluorobenzoic acid

Product 1

HCID 152829712,4,5-Trifluoro-3-difluoromethoxybenzoyl chloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

In 37 ml of toluene was dissolved 30 g (0.124 mole) of 2,4,5-trifluoro-3-difluoromethoxybenzoic acid, and 35 ml of thionyl chloride and 0.5 ml of N,N-dimethylformamide were added thereto. The mixture was refluxed by heating for 4 hours. After the reaction, toluene and excess thionyl chloride were removed under reduced pressure to obtain 2,4,5-trifluoro-3-difluoromethoxybenzoyl chloride.

Workup

  1. additionwere added
  2. temperatureThe mixture was refluxed
  3. temperatureby heating for 4 hours
  4. customwere removed under reduced pressure

Sources & evidence

ORD record
ord-b7a4b69d09c84c799384e5db63529b5b
Source dataset
uspto-grants-1996_05
Patent number
US05519016

Reaction notes

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