Sodium Carbonate → 2,4-Difluoro-1-(trifluoromethyl)benzene

HRID 1088528Notes

Reaction equation

HRID 1088528 reaction equation
Cl[C:2]1[C:3]([F:13])=[C:4]([C:9]([F:12])([F:11])[F:10])[CH:5]=[CH:6][C:7]=1[F:8].C(=O)([O-])[O-].[Na+].[Na+].[H][H]>C(#N)C>[F:13][C:3]1[CH:2]=[C:7]([F:8])[CH:6]=[CH:5][C:4]=1[C:9]([F:12])([F:10])[F:11]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 143926222-Chloro-1,3-difluoro-4-(trifluoromethyl)benzeneHCID 178418361HCID 178418361, compound

Product 1

HCID 143665502,4-Difluoro-1-(trifluoromethyl)benzeneYield 66.6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

100 g of 3-chloro-2,4-difluorobenzotrifluoride in 500 ml of acetonitrile and 60 g of pulverulent sodium carbonate were initially introduced into a hydrogenation apparatus equipped with a diffuser stone and a stirrer. 10 g of catalyst (5% by weight of metallic palladium on activated charcoal) were then added, and hydrogen was passed in at 80° C. for 10 hours Subsequently, the batch was cooled and filtered, and the filtrate was distilled via a column packed with perforated rins made of stainless steel. 56 g of 2,4-difluorobenzotrifluoride having a boiling point of 105° to 106° C. at 1,030 mbar were obtained. The refractive index nD20 was 1.3968.

Workup

  1. customequipped with a diffuser stone and a stirrer
  2. temperatureSubsequently, the batch was cooled
  3. filtrationfiltered
  4. distillationthe filtrate was distilled via a column

Sources & evidence

ORD record
ord-fb4cbe2cacaa4b8ca2111766229005be
Source dataset
uspto-grants-1990_10
Patent number
US04962246

Reaction notes

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