p-Tolylacetic acid → Methyl p-tolylacetate

HRID 1492531Notes

Reaction equation

HRID 1492531 reaction equation
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([CH2:7][C:8]([OH:10])=[O:9])=[CH:3][CH:2]=1.Cl.[CH3:13]O>CO>[C:1]1([CH3:11])[CH:2]=[CH:3][C:4]([CH2:7][C:8]([O:10][CH3:13])=[O:9])=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 248474p-Tolylacetic acidHCID 21893726Hydrochloride methanol

Product 1

HCID 90265Methyl p-tolylacetate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

p-Tolylacetic acid (10 g) was dissolved in 30 ml of absolute methanol, followed by addition of 10% hydrogen chloride-methanol (10 ml), and stirred overnight at room temperature. The reaction solution was concentrated and dissolved in chloroform, followed by washing in saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate, to distill off the solvent. Methyl p-tolylacetate (11 g) was obtained.

Workup

  1. concentrationThe reaction solution was concentrated
  2. dissolutiondissolved in chloroform
  3. washby washing in saturated aqueous sodium chloride solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationto distill off the solvent

Sources & evidence

ORD record
ord-520dea43b60247ed96306a502d3750c2
Source dataset
uspto-grants-1994_12
Patent number
US05374641

Reaction notes

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