Acetic Anhydride → 4-Acetoxy-2-fluorobenzoic acid

HRID 2357

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

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. While the mixture was cooled with water, 5 drops of sulfuric acid was added. After the heat generation ended, the mixture was heated at 80° C. for 30 minutes. Then, the reaction mixture was poured into cold water, and precipitated crystal was recovered by filtration. The crystal was dried under vacuum and used in a subsequent step. The yield of the crystal was 4.7 g.

Workup

additionmixed
additionwas added
customprecipitated crystal
filtrationwas recovered by filtration
customThe crystal was dried under vacuum

Sources & evidence

ORD record: ord-83277f5bcbe3453880c179fb06727b5a
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05728864

Linked notes

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