Methanol → Benzoic acid, 2,4-dimethoxy-, methyl ester

HRID 1643340

Reaction equation

HRID 1643340 reaction equation
S(=O)(=O)(O)O.[CH3:6][O:7][C:8]1[CH:16]=[C:15]([O:17][CH3:18])[CH:14]=[CH:13][C:9]=1[C:10]([OH:12])=[O:11].[CH3:19]O>>[CH3:6][O:7][C:8]1[CH:16]=[C:15]([O:17][CH3:18])[CH:14]=[CH:13][C:9]=1[C:10]([O:12][CH3:19])=[O:11]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 70522,4-Dimethoxybenzoic acid

Product 1

HCID 137451Benzoic acid, 2,4-dimethoxy-, methyl ester

Procedure

2.1 1 ml of conc. sulfuric acid is added to a solution of 100 g of 2,4-dimethoxybenzoic acid in 500 ml of methanol, and the mixture is refluxed for 14 hours. The mixture is cooled, the solvent is removed, the residue is dissolved in 1 litre of MTB, the solution is washed three times with 200 ml of water each time and dried, and the solvent is removed, giving 105.5 g of methyl 2,4-dimethoxybenzoate.

Workup

  1. temperaturethe mixture is refluxed for 14 hours
  2. temperatureThe mixture is cooled
  3. customthe solvent is removed
  4. dissolutionthe residue is dissolved in 1 litre of MTB
  5. washthe solution is washed three times with 200 ml of water each time
  6. customdried
  7. customthe solvent is removed

Sources & evidence

ORD record
ord-983bb4facea74c9bb6e67f78732e7afd
Source dataset
uspto-grants-2012_02
Patent number
US08119795B2

Linked notes

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