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

HRID 1953236Notes

Reaction equation

HRID 1953236 reaction equation
[Cl-:1].[Al+3].[Cl-:3].[Cl-:4].[F:5][C:6]1[C:11]([F:12])=[C:10]([F:13])[C:9]([F:14])=[CH:8][C:7]=1[C:15](F)(F)F>C(Cl)Cl>[F:5][C:6]1[C:11]([F:12])=[C:10]([F:13])[C:9]([F:14])=[CH:8][C:7]=1[C:15]([Cl:4])([Cl:3])[Cl:1]

Participants

4

Reactant 2

HCID 27336901,2,3,4-Tetrafluoro-5-(trifluoromethyl)benzeneHCID 6451240Aluminum(III) Chloride

Product 1

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

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

85 g (0.64 mol) of aluminum 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-adffb0ee296b49bf82a0e4984c738cb7
Source dataset
uspto-grants-2000_09
Patent number
US06114590

Reaction notes

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