Methyl iodide → 1-Methoxy-2-(trifluoromethyl)benzene

HRID 2300129Notes

Reaction equation

HRID 2300129 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[OH:9].[C:12](=O)([O-])[O-].[K+].[K+].IC>CC(C)=O>[F:1][C:2]([F:10])([F:11])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[O:9][CH3:12]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 679582-Trifluoromethylphenol

Product 1

HCID 27752511-Methoxy-2-(trifluoromethyl)benzene

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of log 2-trifluoromethyl phenol, 17 g potassium carbonate, 150 ml acetone and 7.7 ml iodomethane was heated under reflux for 2 hr. After cooling, the insoluble matters were removed by filtration, and the filtrate was evaporated. The resulting residue was dissolved in ethyl acetate, and washed with water and brine. It was dried over anhydrous magnesium sulfate, filtered, and evaporated to give 12.15 g of 2-trifluoromethyl anisole.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hr
  3. temperatureAfter cooling
  4. customthe insoluble matters were removed by filtration
  5. customthe filtrate was evaporated
  6. dissolutionThe resulting residue was dissolved in ethyl acetate
  7. washwashed with water and brine
  8. dry with materialIt was dried over anhydrous magnesium sulfate
  9. filtrationfiltered
  10. customevaporated

Sources & evidence

ORD record
ord-cf22a9f0f6f9405da22c810126cfdad9
Source dataset
uspto-grants-2002_12
Patent number
US06498159B1

Reaction notes

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