Potassium Carbonate → HCID 18619186, compound

HRID 1862305Notes

Reaction equation

HRID 1862305 reaction equation
C([O:4][C:5]1[CH:6]=[CH:7][C:8]([O:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])=[N:9][CH:10]=1)(=O)C.C(=O)([O-])[O-].[K+].[K+]>CO>[OH:4][C:5]1[CH:6]=[CH:7][C:8]([O:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])=[N:9][CH:10]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 18619218HCID 18619218, compound

Product 1

HCID 18619186HCID 18619186, compoundYield 87.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 1.4 g of 5-acetoxy-2-(methoxycarbonyl)methoxypyridine, 0.47 g of potassium carbonate and 10 ml of methanol was stirred for 4.5 hours at room temperature. The solvent was distilled off under reduced pressure, and to the resulted residue was added water, then neutralized with hydrochloric acid. The mixture was extracted with ethyl acetate, and organic layer was washed with saturated saline, dried over anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 1.0 g of 5-hydroxy-2-(methoxycarbonyl)methoxypyridine.

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. additionto the resulted residue was added water
  3. extractionThe mixture was extracted with ethyl acetate, and organic layer
  4. washwas washed with saturated saline
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-40d16999b00a4ab9ad9f6504cf63b293
Source dataset
uspto-grants-2003_03
Patent number
US06537948B1

Reaction notes

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