Water → 2-Fluoro-5-methoxybenzoic acid

HRID 1418537Notes

Reaction equation

HRID 1418537 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-380c8240f3b24bb39227e29db61c8684
Source dataset
uspto-grants-1999_03
Patent number
US05883129

Reaction notes

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