Acetic Anhydride → HCID 12791430, compound

HRID 1408723Notes

Reaction equation

HRID 1408723 reaction equation
[O:1]([C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:15](OC(=O)C)(=[O:17])[CH3:16]>N1C=CC=CC=1>[O:1]([C:8]1[CH:9]=[CH:10][C:11]([O:14][C:15](=[O:17])[CH3:16])=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 132544-Phenoxyphenol

Product 1

HCID 12791430HCID 12791430, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 4-phenoxy-phenol (169 g, 0.9 mol) in pyridine (500 mL) was treated with acetic anhydride (90 mL). The reaction mixture was stirred at room temperature overnight. The mixture was partitioned between DCM and 10% HCl solution, and the resulting mixture was stirred for 1 h. The organic phase was washed with 10% HCl and water until pH=7. The organic layer was dried and the solvent was evaporated to afford acetic acid 4-phenoxy-phenyl ester (200 g, 97%). 1H-NMR (CDCl3): 2.21 (s, 3H), 6.94 (m, 6H), 7.04 (m, 1H), 7.28 (m, 2H).

Workup

  1. customThe mixture was partitioned between DCM and 10% HCl solution
  2. stirringthe resulting mixture was stirred for 1 h
  3. washThe organic phase was washed with 10% HCl and water until pH=7
  4. customThe organic layer was dried
  5. customthe solvent was evaporated

Sources & evidence

ORD record
ord-58aef6e5506d42738be9a946d82a71f1
Source dataset
uspto-grants-2014_12
Patent number
US08921359B2

Reaction notes

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