Chloride → 1,2,3,4-Tetrafluoro-5-(trichloromethyl)benzene

HRID 1421413Notes

Reaction equation

HRID 1421413 reaction equation
[Cl-:1].[F:2][C:3]1[C:8]([F:9])=[C:7]([F:10])[C:6]([F:11])=[CH:5][C:4]=1C(F)(F)F.[CH2:16]([Cl:18])[Cl:17]>>[F:2][C:3]1[C:8]([F:9])=[C:7]([F:10])[C:6]([F:11])=[CH:5][C:4]=1[C:16]([Cl:1])([Cl:18])[Cl:17]

Participants

4

Reactant 3

HCID 312ChlorideHCID 6344DichloromethaneHCID 27336901,2,3,4-Tetrafluoro-5-(trifluoromethyl)benzene

Product 1

HCID 153460071,2,3,4-Tetrafluoro-5-(trichloromethyl)benzene

Procedure

85 g (0.64 mol) of aluminiumn chloride (anhydrous) are initially introduced into 500 ml of methylene chloride, and 109 g (0.5 mol) of 2,3,4,5-tetrafluoro-benzotrifluoride are added dropwise at room temperature, while stirring. The, mixture is then subsequently stirred at 40° C. for 1 hour, allowed to cool and poured onto 600 g of ice, the organic phase is separated off, the aqueous phase is extracted with ether and the combined phases are washed with water and dried over anhydrous magnesium sulphate. After concentration, the residue is distilled. 108.3 g (81% of theory) of product are obtained; boiling point: 89-90° C./22 mbar.

Workup

  1. additionare added dropwise at room temperature
  2. stirringThe, mixture is then subsequently stirred at 40° C. for 1 hour
  3. temperatureto cool
  4. customthe organic phase is separated off
  5. extractionthe aqueous phase is extracted with ether
  6. washthe combined phases are washed with water
  7. dry with materialdried over anhydrous magnesium sulphate
  8. concentrationAfter concentration
  9. distillationthe residue is distilled
  10. custom108.3 g (81% of theory) of product are obtained

Sources & evidence

ORD record
ord-2ec7e7a559cd47c9ad31adbae252b74e
Source dataset
uspto-grants-2000_06
Patent number
US06075165

Reaction notes

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