Hydrochloric Acid → 4-bromo-3-(trifluoromethyl)aniline HCl salt

HRID 78324

Reaction equation

HRID 78324 reaction equation
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[C:9]([F:12])([F:11])[F:10].[ClH:13]>CCOCC>[ClH:13].[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[C:9]([F:10])([F:11])[F:12]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 678524-Bromo-3-(trifluoromethyl)aniline

Product 1

HCID 667457074-bromo-3-(trifluoromethyl)aniline HCl saltYield 98%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 4-bromo-3-(trifluoromethyl)aniline (64 g, 267 mmol) in Et2O (500 mL) was added an HCl solution (1 M in Et2O; 300 mL) dropwise and the resulting mixture was stirred at room temp. for 16 h. The resulting pink-white precipitate was removed by filtration and washed with Et2O (50 mL) and to afford 4-bromo-3-(trifluoromethyl)aniline HCl salt (73 g, 98%).

Workup

  1. customThe resulting pink-white precipitate was removed by filtration
  2. washwashed with Et2O (50 mL)

Sources & evidence

ORD record
ord-e7dd352353774123b85fa211e6af2f99
Source dataset
uspto-grants-2014_09
Patent number
US08841330B2

Linked notes

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