Water → 3-Acetoxy-4-chlorobenzoic Acid

HRID 1475709Notes

Reaction equation

HRID 1475709 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[OH:11].O.[C:13](OC(=O)C)(=[O:15])[CH3:14]>>[C:13]([O:11][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:2]=1[Cl:1])[C:6]([OH:8])=[O:7])(=[O:15])[CH3:14]

Participants

4

Reactant 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 1418724-Chloro-3-hydroxybenzoic acid

Product 1

HCID 225700263-Acetoxy-4-chlorobenzoic Acid

Procedure

4-Chloro-3-hydroxybenzoic acid (1.00 g, 5.80 mmol) was suspended in acetic anhydride (11 ml) and heated to reflux for 3 h. After cooling, water (11 ml) was added and the mixture was refluxed again for 1 h. After cooling, crystals formed overnight which were collected by suction filtration and dried in vacuo to yield the title compound (630 mg).

Workup

  1. temperatureheated
  2. temperatureto reflux for 3 h
  3. temperatureAfter cooling
  4. temperaturethe mixture was refluxed again for 1 h
  5. temperatureAfter cooling
  6. customcrystals formed overnight which
  7. filtrationwere collected by suction filtration
  8. customdried in vacuo

Sources & evidence

ORD record
ord-ff796f4193184a28bf977551e7208cd7
Source dataset
uspto-grants-2015_04
Patent number
US09018383B2

Reaction notes

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