HCID 14439311, compound → 2,4-Difluoro-5-(trifluoromethoxy)aniline

HRID 1710107Notes

Reaction equation

HRID 1710107 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([O:12][C:13]([F:16])([F:15])[F:14])[C:7]([F:11])=[CH:8][C:9]=1[F:10])([O-])=O.[H][H]>O1CCCC1.[Ni]>[NH2:1][C:4]1[CH:5]=[C:6]([O:12][C:13]([F:15])([F:16])[F:14])[C:7]([F:11])=[CH:8][C:9]=1[F:10]

Participants

5

Reactant 2

HCID 14439311HCID 14439311, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 144393122,4-Difluoro-5-(trifluoromethoxy)anilineYield 80.3%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

In a hydrogenation apparatus, 27 g of 3-nitro-4,6-difluoro-trifluoromethoxy-benzene in 150 ml of tetrahydrofuran are hydrogenated at 30 to 50 bar hydrogen at 25° to 45° C., in the presence of 3 g of Raney nickel. When the hydrogen uptake is complete, the mixture is filtered, and the filtrate is distilled. 19 g of 3-amino-4,6-difluoro-trifluoromethoxy-benzene of a boiling point of 82° to 83° C. at 20 mbar are obtained.

Workup

  1. filtrationthe mixture is filtered
  2. distillationthe filtrate is distilled

Sources & evidence

ORD record
ord-93a40823a6b046beafa235e4dd73ff22
Source dataset
uspto-grants-1990_08
Patent number
US04952601

Reaction notes

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