Acetic Anhydride → 3-CHLOROPHENYL ACETATE

HRID 230570Notes

Reaction equation

HRID 230570 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.C(N(CC)CC)C.[C:16](OC(=O)C)(=[O:18])[CH3:17]>ClCCl>[C:16]([O:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=1)(=[O:18])[CH3:17]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 79333-ChlorophenolHCID 8471Triethylamine

Product 1

HCID 830613-CHLOROPHENYL ACETATE

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-chlorophenol was dissolved in dichloromethane. Triethylamine (1 eq) and acetic anhydride (2 eq) were added. The mixture was stirred at room temperature for 5 hours. Solvent was eliminated by vacuum evaporation. The evaporation residue was taken up in dichloromethane, dried on magnesium sulfate and the solvent was eliminated by vacuum evaporation. Purification was made by chromatography on silica gel (elution: cyclohexane/ethyl acetate 95:5).

Workup

  1. customSolvent was eliminated by vacuum evaporation
  2. customdried on magnesium sulfate
  3. customthe solvent was eliminated by vacuum evaporation
  4. customPurification

Sources & evidence

ORD record
ord-ef8a510da2014c50aab5f8fbde57139b
Source dataset
uspto-grants-2009_07
Patent number
US07566737B2

Reaction notes

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