Sodium Bicarbonate → 5-Ethyl-4-hydroxy-6-methyl-2(1H)-pyridinone

HRID 1508687Notes

Reaction equation

HRID 1508687 reaction equation
[CH2:1]([C:3]1[C:4]([OH:16])=[C:5](C(OCC)=O)[C:6](=[O:10])[NH:7][C:8]=1[CH3:9])[CH3:2].C([O-])(O)=O.[Na+]>Cl>[CH2:1]([C:3]1[C:4]([OH:16])=[CH:5][C:6](=[O:10])[NH:7][C:8]=1[CH3:9])[CH3:2]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 54706937Ethyl 5-ethyl-4-hydroxy-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylate

Product 1

HCID 547073435-Ethyl-4-hydroxy-6-methyl-2(1H)-pyridinoneYield 54%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A 50-mL round bottom flask was charged with ethyl 5-ethyl-4-hydroxy-6-methyl-2-oxo-1H-pyridine-3-carboxylate (117 mg, 0.52 mmol) and 1N HCl (10 ml). The mixture was stirred under reflux overnight. After cooling to room temperature, the mixture was neutralized by addition of aqueous NaHCO3 to pH=7. The precipitate was collected by filtration and washed with water. After dried, 5-ethyl-4-hydroxy-6-methyl-1H-pyridin-2-one was obtained (43 mg, 54% yield).

Workup

  1. temperatureunder reflux overnight
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with water
  4. customAfter dried

Sources & evidence

ORD record
ord-09e5c92ff6ed4a59b3e7a648326768ca
Source dataset
uspto-grants-2015_12
Patent number
US09221843B2

Reaction notes

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