Acetic Acid → 2,3-Difluoro-4-hydroxybenzoic acid
Reaction equation
[F:1][C:2]1[C:7]([F:8])=C(C#N)[CH:5]=[CH:4][C:3]=1[OH:11].[C:12]([OH:15])(=[O:14])[CH3:13]>O.OS(O)(=O)=O>[F:8][C:7]1[C:2]([F:1])=[C:3]([OH:11])[CH:4]=[CH:5][C:13]=1[C:12]([OH:15])=[O:14]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of 2,3-difluoro-4-cyanophenol (1 g, 6.45 mmol) in water (8 mL), H2SO4 (8 mL), and acetic acid (8 mL) was refluxed for 48 hours. The solvents were removed by rotary evaporation to give a slurry which was poured onto ice. The product precipitated out of solution and filtered. The solid was washed with water and dried to give 2,3-difluoro-4-hydroxybenzoic acid (800 mg, 71%).
Workup
- temperaturewas refluxed for 48 hours
- customThe solvents were removed by rotary evaporation
- customto give a slurry which
- additionwas poured onto ice
- customThe product precipitated out of solution
- filtrationfiltered
- washThe solid was washed with water
- customdried
Sources & evidence
- ORD record
- ord-6073920baf8d42518caede8960c366b4
- Source dataset
- uspto-grants-2003_09
- Patent number
- US06613942B1
Reaction notes
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