Acetic Anhydride → 4-Acetoxy-2-fluorobenzoic acid

HRID 1530755Notes

Reaction equation

HRID 1530755 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([F:11])[CH:3]=1.[C:12](OC(=O)C)(=[O:14])[CH3:13]>S(=O)(=O)(O)O.O>[C:12]([O:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([F:11])[CH:3]=1)(=[O:14])[CH3:13]

Participants

5

Reactant 2

HCID 7918Acetic AnhydrideHCID 27833982-Fluoro-4-hydroxybenzoic Acid

Product 1

HCID 227214164-Acetoxy-2-fluorobenzoic acid

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidCatalystHCID 962WaterSolvent2×

Conditions

Temperature
80 °C

Procedure

4.3 Grams of 4-hydroxy-2-fluorobenzoic acid and 8.4 g of acetic anhydride were placed in a two-necked flask and mixed. While the mixture was cooled with water, 5 drops of sulfuric acid were added. After heat generation ended, the mixture was heated at 80° C. for 30 minutes. Then, the reaction mixture was poured into cold water, and a precipitated crystal was recovered by filtration.

Workup

  1. additionmixed
  2. additionwere added
  3. temperatureAfter heat generation
  4. filtrationa precipitated crystal was recovered by filtration

Sources & evidence

ORD record
ord-b4b6f420b137465c865a874a1d809e54
Source dataset
uspto-grants-2001_03
Patent number
US06197216B1

Reaction notes

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