Ammonia → 2,6-difluoro-4-(trifluoromethyl)aniline

HRID 1710109Notes

Reaction equation

HRID 1710109 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:10]([F:13])([F:12])[F:11])[CH:5]=[C:6]([F:9])[C:7]=1F.[NH3:14]>O1CCCC1>[F:1][C:2]1[CH:3]=[C:4]([C:10]([F:13])([F:12])[F:11])[CH:5]=[C:6]([F:9])[C:7]=1[NH2:14]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 27770141,2,3-trifluoro-5-(trifluoromethyl)benzene

Product 1

HCID 113330682,6-difluoro-4-(trifluoromethyl)aniline

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In a stainless steel autoclave, 500 g of 3,4,5-trifluoro-benzotrifluoride are introduced, 2,000 ml of tetrahydrofuran are added, and 150 g of liquid ammonia are forced in. The autoclave is heated to 120° to 130° C. for 5 hours with stirring, then cooled, and the pressure is released at 20° C. In addition to the solvent and the starting material, 272 g of 3,5-difluoro-4-amino-benzotrifluoride of a boiling point of 58° to 60° C. at 16 mbar are obtained by distillation.

Workup

  1. temperatureThe autoclave is heated to 120° to 130° C. for 5 hours
  2. temperaturecooled
  3. customis released at 20° C
  4. additionIn addition to the solvent

Sources & evidence

ORD record
ord-e62aea368a30456287064e43b2c16f6c
Source dataset
uspto-grants-1990_08
Patent number
US04952601

Reaction notes

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