Water → 6-Bromopyridine-2-carboxylic acid

HRID 1069065Notes

Reaction equation

HRID 1069065 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[N:3]=1.[Mn]([O-])(=O)(=O)=[O:10].[K+].[OH2:15]>>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([OH:10])=[O:15])[N:3]=1

Participants

4

Reactant 3

HCID 962Water2×HCID 792052-Bromo-6-methylpyridineHCID 516875Potassium Permanganate2×

Product 1

HCID 5939196-Bromopyridine-2-carboxylic acid

Procedure

To deionized water (75 mL) was added 2-bromo-6-methylpyridine (5.0 g) and potassium permanganate (4.74 g). After refluxing for 1 h another portion of potassium permanganate (4.74 g) in deionzied water (75 mL) was added. The mixture was heated at reflux for an additional 5 h and filtered through ceiite. The filtrate was acidified with 6 N hydrochloric acid and the product precipitated as a white solid. The solid was collected by suction filtration and the filtrate was extracted with ethyl acetate, dried over sodium sulfate, filtered and concentrated to yield more title product (total 2.65 g).

Workup

  1. additionwas added
  2. temperatureThe mixture was heated
  3. temperatureat reflux for an additional 5 h
  4. filtrationfiltered through ceiite
  5. customthe product precipitated as a white solid
  6. filtrationThe solid was collected by suction filtration
  7. extractionthe filtrate was extracted with ethyl acetate
  8. dry with materialdried over sodium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated

Sources & evidence

ORD record
ord-1146591d4f314e0fbc7cad1a0adc05b0
Source dataset
uspto-grants-2001_06
Patent number
US06251925B1

Reaction notes

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