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

HRID 47293

Reaction equation

HRID 47293 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)benzeneYield 111.8%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 10 g 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-53767db6e48047baad2d6662a8734f6d
Source dataset
uspto-grants-2004_03
Patent number
US06699870B2

Linked notes

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