Water → 1-Bromo-3,5-bis(trifluoromethyl)benzene

HRID 1383887Notes

Reaction equation

HRID 1383887 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([C:9]([F:12])([F:11])[F:10])[CH:4]=1.[Br:15]N1C(C)(C)C(=O)N(Br)C1=O.O>S(=O)(=O)(O)O.C(O)(=O)C>[F:1][C:2]([F:13])([F:14])[C:3]1[CH:8]=[C:7]([Br:15])[CH:6]=[C:5]([C:9]([F:10])([F:11])[F:12])[CH:4]=1

Participants

5

Reactant 3

HCID 962WaterHCID 64791,3-Dibromo-5,5-dimethylhydantoinHCID 223106Benzene, 1,3-bis(trifluoromethyl)-

Product 1

HCID 676021-Bromo-3,5-bis(trifluoromethyl)benzene

Reagents, catalysts & solvents 1

HCID 23350293Acetic acid sulfuric acidSolvent

Procedure

In a preferred embodiment, 1,3-bis(trifluoromethyl)benzene is brominated with N,N′-dibromo-5,5-dimethylhydantoin in sulfuric acid/acetic acid at 45° C. The reaction mixture is then diluted into cold water, and the phases are separated, washed with aqueous sodium hydroxide (preferably 5 N sodium hydroxide) and allowed to separate to produce 3,5-bis(trifluoromethyl)bromobenzene.

Workup

  1. customthe phases are separated
  2. washwashed with aqueous sodium hydroxide (preferably 5 N sodium hydroxide) and
  3. customto separate

Sources & evidence

ORD record
ord-369bc9ee89f04024abfda206967fb516
Source dataset
uspto-grants-2001_07
Patent number
US06255545B1

Reaction notes

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