Acetic Anhydride → 4-Acetoxy-2-fluorobenzoic acid

HRID 1740671Notes

Reaction equation

HRID 1740671 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([OH:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[C:12](OC(=O)C)(=[O:14])[CH3:13]>S(=O)(=O)(O)O.O>[C:12]([O:11][C:9]1[CH:8]=[CH:7][C:3]([C:4]([OH:6])=[O:5])=[C:2]([F:1])[CH:10]=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 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

4.3 Grams of 2-fluoro-4-hydroxybenzoic acid and 8.4 g of acetic anhydride were placed in a two-necked flask and mixed. With the mixture cooling with water, 5 drops of sulfuric acid were added. After heat generation finished, the mixture was heated at 80° C. for 30 minutes. Thereafter, the reaction mixture was poured into ice 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-579fe20725d34195bd72d03a48761528
Source dataset
uspto-grants-1999_10
Patent number
US05972243

Reaction notes

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