2-Nitro-4-(trifluoromethyl)phenol → 2-Bromo-6-nitro-4-(trifluoromethyl)phenol

HRID 583187Notes

Reaction equation

HRID 583187 reaction equation
[Br:1]Br.[N+:3]([C:6]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[CH:8][C:7]=1[OH:16])([O-:5])=[O:4]>CC(O)=O>[Br:1][C:8]1[CH:9]=[C:10]([C:12]([F:13])([F:14])[F:15])[CH:11]=[C:6]([N+:3]([O-:5])=[O:4])[C:7]=1[OH:16]

Participants

4

Reactant 2

HCID 98162-Nitro-4-(trifluoromethyl)phenolHCID 24408Bromine

Product 1

HCID 213107052-Bromo-6-nitro-4-(trifluoromethyl)phenol

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Conditions

Temperature
40 °C

Procedure

4.0 g of bromine in 7.3 mL of AcOH was added dropwise to a solution of 4.0 g of 2-nitro-4-trifluoromethyl-phenol and 300 mg FeCl3 in 23.1 mL of AcOH at 0° C. Reaction was then heated at 40° C. for 1.5 h. and then allowed to stir for 65 h at rt. Solvent was then removed, placed solid back into EtOAc, filtered through celite and concentrated in vacuo. 5 g of title compound was collected.

Workup

  1. customReaction
  2. customSolvent was then removed
  3. filtrationfiltered through celite and
  4. concentrationconcentrated in vacuo
  5. custom5 g of title compound was collected

Sources & evidence

ORD record
ord-869dc7ab0e084aa0accb35075140560d
Source dataset
uspto-grants-1999_07
Patent number
US05929094

Reaction notes

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