Acetic Anhydride → methyl (4-acetoxyphenyl)acetate

HRID 1464372Notes

Reaction equation

HRID 1464372 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:4][CH:3]=1.[C:13](OC(=O)C)(=[O:15])[CH3:14]>N1C=CC=CC=1>[C:13]([O:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:6][CH:7]=1)(=[O:15])[CH3:14]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 518900Benzeneacetic acid, 4-hydroxy-, methyl ester

Product 1

HCID 572417methyl (4-acetoxyphenyl)acetate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

10 g (0.06 mol) of methyl 4-hydroxyphenylacetate are treated with 18.36 g (0.18 mol) of acetic anhydride (17 ml) and 1 ml of pyridine and the mixture is heated to boiling for 2 hours. The solvents are largely evaporated in vacuo, the residue is taken up in water and the solution is extracted with ethyl acetate. After drying using sodium sulphate, the solvent is distilled off in vacuo and a pale yellow, thin oil is obtained.

Workup

  1. temperaturethe mixture is heated
  2. customThe solvents are largely evaporated in vacuo
  3. extractionthe solution is extracted with ethyl acetate
  4. customAfter drying
  5. distillationthe solvent is distilled off in vacuo
  6. customa pale yellow, thin oil is obtained

Sources & evidence

ORD record
ord-7c2df527ec144c02a82dca3f3fd0d3e1
Source dataset
uspto-grants-1994_04
Patent number
US05304563

Reaction notes

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