Methanol → 3,4-Dimethylanisole

HRID 377914

Reaction equation

HRID 377914 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[CH:6][C:7]=1[CH3:8].[CH3:10]O.[OH-].[K+].CI>O>[CH3:1][C:2]1[CH:3]=[C:4]([O:9][CH3:10])[CH:5]=[CH:6][C:7]=1[CH3:8]

Participants

6

Reactant 4

HCID 887MethanolHCID 6328Methyl iodideHCID 72493,4-DimethylphenolHCID 14797Potassium Hydroxide

Product 1

HCID 784113,4-DimethylanisoleYield 81%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 3,4-dimethylphenol(19.3 g, 0.16 mol), methanol(150 ml) and KOH(9.65 g, 0.25 mol) were added and then refluxed for 2 hrs. Methyl iodide(36.5 g, 0.25 mol) was added thereto, refluxed for 3 hours and then followed by addition of water(150 ml). The resulting mixture was extracted with ethylacetate and purified by column chromatography to obtain the titled compound.

Workup

  1. temperaturerefluxed for 2 hrs
  2. temperaturerefluxed for 3 hours
  3. extractionThe resulting mixture was extracted with ethylacetate
  4. custompurified by column chromatography

Sources & evidence

ORD record
ord-ec61f0ce6933474899cf676405e5abcb
Source dataset
uspto-grants-2000_02
Patent number
US06028195

Linked notes

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