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Methanol → HCID 68504560, compound

HRID 391486
Notes
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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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 595382482-(2,6-Diethyl-4-methylphenyl)acetic 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
  • temperatureat reflux for 4 h
  • temperatureAfter cooling
  • extractionthe mixture is extracted with ethyl acetate
  • washthe extracts are washed with water in sodium carbonate solution
  • dry with materialdried (magnesium sulfate)
  • distillationthe solvent is distilled off
  • Sources & evidence

    ORD record
    ord-7c10148e7aaf4030a3d380156f8a8bb4
    Source dataset
    uspto-grants-2013_02
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US08383853B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes