Acetic Anhydride → 3-CHLOROPHENYL ACETATE

HRID 1256692Notes

Reaction equation

HRID 1256692 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 carried out 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-0e5eef61346a4e9895ea419427557ae2
Source dataset
uspto-grants-2013_06
Patent number
US08461212B2

Reaction notes

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