Acetic Anhydride → 3-CHLOROPHENYL ACETATE

HRID 549456Notes

Reaction equation

HRID 549456 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 by chromatography on silica gel (elution:cyclohexane/ethyl acetate 95:5). 1H NMR CDCl3 δppm: 2.29 (s, 3H), 6.99-7.33 (m, 4H)

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-7340b4d6d02246a8875b495ac58f9875
Source dataset
uspto-grants-2011_05
Patent number
US07943661B2

Reaction notes

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