Methanol → HCID 68504560, compound

HRID 391486Notes

Reaction equation

HRID 391486 reaction equation
S(=O)(=O)(O)O.[CH2:6]([C:8]1[CH:13]=[C:12]([CH3:14])[CH:11]=[C:10]([CH2:15][CH3:16])[C:9]=1[CH2:17][C:18]([OH:20])=[O:19])[CH3:7].[CH3:21]O>>[CH2:6]([C:8]1[CH:13]=[C:12]([CH3:14])[CH:11]=[C:10]([CH2:15][CH3:16])[C:9]=1[CH2:17][C:18]([O:20][CH3:21])=[O:19])[CH3:7]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 595382482,6-Diethyl-4-methylbenzeneacetic acid

Product 1

HCID 68504560HCID 68504560, compound

Procedure

1 ml of concentrated sulfuric acid is added to 18.0 g (87.3 mmol) of 2,6-diethyl-4-methylphenylacetic acid and 300 ml of absolute methanol, and the mixture is heated at reflux for 4 h. After cooling, the mixture is extracted with ethyl acetate, the extracts are washed with water in sodium carbonate solution and dried (magnesium sulfate) and the solvent is distilled off. This gives 18.37 g of (95%) of the desired product as a colorless oil.

Workup

  1. temperaturethe mixture is heated
  2. temperatureat reflux for 4 h
  3. temperatureAfter cooling
  4. extractionthe mixture is extracted with ethyl acetate
  5. washthe extracts are washed with water in sodium carbonate solution
  6. dry with materialdried (magnesium sulfate)
  7. distillationthe solvent is distilled off

Sources & evidence

ORD record
ord-7c10148e7aaf4030a3d380156f8a8bb4
Source dataset
uspto-grants-2013_02
Patent number
US08383853B2

Reaction notes

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