Hydrogen Peroxide → Ethyl 6-methyl-1-oxo-1lambda~5~-pyridine-3-carboxylate

HRID 1030510Notes

Reaction equation

HRID 1030510 reaction equation
[CH3:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][N:3]=1.[OH:13]O>C(O)(=O)C>[CH2:9]([O:8][C:6]([C:5]1[CH:11]=[CH:12][C:2]([CH3:1])=[N+:3]([O-:13])[CH:4]=1)=[O:7])[CH3:10]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 281994Ethyl 6-methylnicotinate

Product 1

HCID 15045502Ethyl 6-methyl-1-oxo-1lambda~5~-pyridine-3-carboxylate

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 14.9 g of ethyl 6-methylnicotinate, 60 ml of acetic acid and 21.5 ml of 30% hydrogen peroxide was stirred at 80° C. for 16 hours, the reaction liquid was concentrated under a reduced pressure, water was added to the concentrate, and the mixture was extracted with chloroform. The chloroform layer was washed with an aqueous solution of potassium carbonate and dried over anhydrous potassium carbonate, and the solvent was removed under a reduced pressure to obtain 14.0 g of 5-ethoxycarbonyl-2-methyl pyridine-1-oxide. ##STR6##

Workup

  1. customthe reaction liquid
  2. concentrationwas concentrated under a reduced pressure, water
  3. additionwas added to the concentrate
  4. extractionthe mixture was extracted with chloroform
  5. washThe chloroform layer was washed with an aqueous solution of potassium carbonate
  6. dry with materialdried over anhydrous potassium carbonate
  7. customthe solvent was removed under a reduced pressure

Sources & evidence

ORD record
ord-ee29a6252c3b4ec497a0dca1f09e593b
Source dataset
uspto-grants-1992_04
Patent number
US05106859

Reaction notes

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