Potassium Hydroxide → Potassium 5-(methoxycarbonyl)nicotinate

HRID 732704

Reaction equation

HRID 732704 reaction equation
[OH-].[K+:2].[CH3:3][O:4][C:5]([C:7]1[CH:8]=[N:9][CH:10]=[C:11]([C:13]([O:15]C)=[O:14])[CH:12]=1)=[O:6]>CO>[CH3:3][O:4][C:5]([C:7]1[CH:8]=[N:9][CH:10]=[C:11]([CH:12]=1)[C:13]([O-:15])=[O:14])=[O:6].[K+:2]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 78339Dimethyl pyridine-3,5-dicarboxylate

Product 1

HCID 49760369Potassium 5-(methoxycarbonyl)nicotinate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 162 ml portion of 0.1 M potassium hydroxide aqueous solution was added to a 50 ml methanol solution of 3.01 g of dimethylpyridine-3,5-dicarboxylate and stirred at room temperature for 3Hours. The reaction solution was washed with diethyl ether, and the aqueous layer was concentrated under a reduced pressure. The residue was mixed with ethanol and stirred at 50° C. for 15Hours. The insoluble matter was removed by filtration, and then the filtrate was concentrated under a reduced pressure to obtain 2.51 g of potassium 5-(methoxycarbonyl)nicotinate as white crystals.

Workup

  1. washThe reaction solution was washed with diethyl ether
  2. concentrationthe aqueous layer was concentrated under a reduced pressure
  3. additionThe residue was mixed with ethanol
  4. stirringstirred at 50° C. for 15Hours
  5. customThe insoluble matter was removed by filtration
  6. concentrationthe filtrate was concentrated under a reduced pressure

Sources & evidence

ORD record
ord-29231871943747c6bf18e8b41c15b71f
Source dataset
uspto-grants-2009_09
Patent number
US07585886B2

Linked notes

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