Water → 2-Fluoro-5-methoxybenzoic acid

HRID 259933

Reaction equation

HRID 259933 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[CH3:10].[Mn]([O-])(=O)(=O)=[O:12].[K+].[OH2:17]>N1C=CC=CC=1>[F:1][C:2]1[C:3]([C:10]([OH:12])=[O:17])=[CH:4][C:5]([O:8][CH3:9])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 1375464-Fluoro-3-methylanisoleHCID 516875Potassium Permanganate

Product 1

HCID 27745432-Fluoro-5-methoxybenzoic acid

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

4-Fluoro-3-methylanisol (1.0 g, 7.1 mmol) was dissolved in a mixture of pyridine (16 mL) and water (32 mL). Potassium permanganate (3.4 g, 21 mmol) was added and the reaction mixture was refluxed for 3 h and then left at room temperature over night. After filtration and extraction with CH2Cl2 the aqueous phase was acidified with HCl precipitating the product (440 mg).

Workup

  1. temperaturethe reaction mixture was refluxed for 3 h
  2. waitleft at room temperature over night
  3. filtrationAfter filtration and extraction with CH2Cl2 the aqueous phase

Sources & evidence

ORD record
ord-467aaa5bc85d4a349ff0c6b06ef72370
Source dataset
uspto-grants-1996_06
Patent number
US05523475

Linked notes

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