Water → 4-Phenylpyridine-2,6-dicarboxylic acid

HRID 1650627Notes

Reaction equation

HRID 1650627 reaction equation
[C:1]1([C:7]2[CH:12]=[C:11]([C:13]3[O:14]C=CC=3)[N:10]=[C:9]([C:18]3[O:19]C=CC=3)[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([OH:27])(C)(C)C.[O-][Mn](=O)(=O)=O.[K+].[OH2:34]>>[C:1]1([C:7]2[CH:8]=[C:9]([C:18]([OH:19])=[O:34])[N:10]=[C:11]([C:13]([OH:14])=[O:27])[CH:12]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 4

HCID 962WaterHCID 6386tert-ButanolHCID 516875Potassium PermanganateHCID 12843425HCID 12843425, compound

Product 1

HCID 128434324-Phenylpyridine-2,6-dicarboxylic acid

Procedure

The product of step b is added to the t-butanol. The mixture is heated and stirred then the H2O is added and the KMnO4 is added in portions over about 30 minutes at 75° C. The mixture is refluxed for 90 minutes. The product is worked up to give crystals of the desired 4-phenyl-2,6-pyridinedicarboxylic acid. The dicarboxylic acid which results is useful in its own right in the present invention as a ligand.

Workup

  1. temperatureThe mixture is heated
  2. temperatureThe mixture is refluxed for 90 minutes

Sources & evidence

ORD record
ord-c28a82021ffc4bfe91e0aa824c081f5f
Source dataset
uspto-grants-1990_05
Patent number
US04925804

Reaction notes

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