Methyl iodide → 2-Bromo-4-methoxy-1-(trifluoromethoxy)benzene

HRID 1094812Notes

Reaction equation

HRID 1094812 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([OH:13])[CH:5]=[CH:6][C:7]=1[O:8][C:9]([F:12])([F:11])[F:10].[C:14](=O)([O-])[O-].[K+].[K+].IC>CC(C)=O>[Br:1][C:2]1[CH:3]=[C:4]([O:13][CH3:14])[CH:5]=[CH:6][C:7]=1[O:8][C:9]([F:11])([F:12])[F:10]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 27571943-bromo-4-(trifluoromethoxy)phenol

Product 1

HCID 575823282-Bromo-4-methoxy-1-(trifluoromethoxy)benzeneYield 93%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a stirred suspension of 3-Bromo-4-trifluoromethoxy-phenol (20.0 g, 82.6 mol) and potassium carbonate (46.3 g, 330.4 mmol) in acetone (600 ml) was added drop-wise iodomethane (46.9 g, 330.4 mmol) under an atmosphere of nitrogen. The resulting mixture was stirred at reflux for 2 hours. The reaction mixture was cooled to room temperature then filtered and the filtrate was evaporated in vacuo to afford the title compound as a colourless oil (19.8 g, 93%).

Workup

  1. temperatureat reflux for 2 hours
  2. filtrationthen filtered
  3. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-6ab70dc5cb454964b7c8ad784674bd7c
Source dataset
uspto-grants-2012_03
Patent number
US08134007B2

Reaction notes

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