Hydrogen Bromide → 2-Bromo-4-trifluoromethylaniline

HRID 1731124Notes

Reaction equation

HRID 1731124 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][CH:3]=1.[Br:12]Br.Br>[Fe]>[Br:12][C:3]1[CH:4]=[C:5]([C:8]([F:9])([F:10])[F:11])[CH:6]=[CH:7][C:2]=1[NH2:1]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 99644-(Trifluoromethyl)anilineHCID 24408Bromine

Product 1

HCID 938992-Bromo-4-trifluoromethylaniline

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Procedure

To 161.0 g of p-aminobenzotrifluoride and 10.0 g of iron filings is added, dropwise, with agitation at 35°-40°, 160.0 g of bromine, using a slow stream of nitrogen to sweep out the evolved hydrogen bromide. Subsequently, the mixture is agitated for an additional two hours and then distilled in vacuo to give 3-bromo-4-aminobenzotrifluoride.

Workup

  1. customat 35°-40°
  2. distillationdistilled in vacuo

Sources & evidence

ORD record
ord-3ff8066a6ba24cd98da3a38b29b92197
Source dataset
uspto-grants-1976_11
Patent number
US03995042

Reaction notes

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