O-Cresol → Acetic acid, 2-methylphenyl ester

HRID 1289337Notes

Reaction equation

HRID 1289337 reaction equation
[C:1]1([CH3:8])[C:6]([OH:7])=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:9](OC(=O)C)(=[O:11])[CH3:10]>[OH-].[Na+].O>[C:9]([O:7][C:6]1[CH:5]=[CH:4][CH:3]=[CH:2][C:1]=1[CH3:8])(=[O:11])[CH3:10]

Participants

5

Reactant 2

HCID 335O-CresolHCID 7918Acetic Anhydride

Product 1

HCID 10778Acetic acid, 2-methylphenyl ester

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

Ice (300 g) was added to o-cresol (21.6 g, 0.2 mol) dissolved in a solution of sodium hydroxide (12 g, 0.3 mol in water (100 ml). Acetic anhydride (30.6 g, 0.3 mol) was then added and the mixture was shaken for 1 min. The product was extracted into ether and then purified by reduced pressure distillation.

Workup

  1. extractionThe product was extracted into ether
  2. distillationpurified by reduced pressure distillation

Sources & evidence

ORD record
ord-9fe5a1ed35804d78bb267478794bd29d
Source dataset
uspto-grants-1998_05
Patent number
US05750050

Reaction notes

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