Zinc Acetate → ZINC 4-methylpicolinate

HRID 1587702Notes

Reaction equation

HRID 1587702 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]([OH:10])=[O:9])[CH:3]=1.C([O-])(=O)C.[Zn+2:15].C([O-])(=O)C>O>[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]([O-:10])=[O:9])[CH:3]=1.[Zn+2:15].[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]([O-:10])=[O:9])[CH:3]=1

Participants

4

Reactant 2

HCID 11192Zinc AcetateHCID 27628204-Methylpyridine-2-carboxylic acid

Product 1

HCID 67852794ZINC 4-methylpicolinateYield 82.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a solution of 0.49 g (3.6 mmol) of 4-methylpicolinic acid dissolved in 2.5 ml of water, a solution of 0.40 g (1.8 mmol) of zinc acetate.dihydrate dissolved in 1.5 ml of water was dropwise added while stirring. After the dropwise addition, the mixture was stirred at room temperature for one hour. Because no solid was precipitated, the mixture was evaporated to dryness under a reduced pressure, and the solid obtained was washed with acetone under heating to give 0.50 g of the desired zinc salt. No recrystallization was possible from either water or ethanol (yield 79.1%).

Workup

  1. additionwas dropwise added
  2. additionAfter the dropwise addition
  3. stirringthe mixture was stirred at room temperature for one hour
  4. customBecause no solid was precipitated
  5. customthe mixture was evaporated to dryness under a reduced pressure
  6. customthe solid obtained
  7. washwas washed with acetone
  8. temperatureunder heating

Sources & evidence

ORD record
ord-5aa083d5bcf040dbb50bf296d63dd46c
Source dataset
uspto-grants-1993_06
Patent number
US05219847

Reaction notes

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