4-Chlorophenol → 4-Chlorophenyl Acetate

HRID 1904992Notes

Reaction equation

HRID 1904992 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[C:9](OC(=O)C)(=[O:11])[CH3:10]>N1C=CC=CC=1>[C:9]([O:8][C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)(=[O:11])[CH3:10]

Participants

4

Reactant 2

HCID 46844-ChlorophenolHCID 7918Acetic Anhydride

Product 1

HCID 134104-Chlorophenyl Acetate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Into a reaction flask equipped with a magnetic stirrer and thermometer was charged 257.2 grams (2.0 moles) of p-chlorophenol, 245 grams (2.4 moles) of acetic anhydride and 200 milliliters of pyridine and the resulting reaction mixture was then heated to a temperature of 23° C.-47° C. After completion of the reaction, work-up and distillation at reduced pressure, p-chlorophenyl acetate was obtained (93 percent of theoretical). The nuclear magnetic resonance (NMR) spectrum was consistent with the chemical structure.

Workup

  1. customInto a reaction flask equipped with a magnetic stirrer
  2. customthe resulting reaction mixture
  3. temperaturewas then heated to a temperature of 23° C.-47° C
  4. customAfter completion of the reaction
  5. distillationdistillation at reduced pressure

Sources & evidence

ORD record
ord-a826dc330ec145a3a2f5439a92ee7326
Source dataset
uspto-grants-1989_06
Patent number
US04841009

Reaction notes

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