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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 920679Generated: October 30, 2026

Ammonia → 3-(BENZYLOXY)-2-METHYL-4(1H)-PYRIDINONE

https://huagongshe.com/reaction/920679

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantSodium HydroxideHCID 14798—
ReactantAmmonium ChlorideHCID 25517—
Reactant3-Benzyloxy-2-methyl-4-pyroneHCID 1490119—
SolventEthanolHCID 702—
SolventChloroformHCID 6212—
Product3-(BENZYLOXY)-2-METHYL-4(1H)-PYRIDINONEHCID 272641643%

Reaction Conditions

Temperature90 °C

Reaction Steps

The compound 2 (162.2 g, 750 mmol) was dissolved in ethanol (487 ml), and aqueous ammonia (28%, 974 ml) and a 6N aqueous sodium hydroxide solution (150 ml, 900 mmol) were added. After the reaction solution was stirred at 90° C. for 1 hour, this was cooled to under ice-cooling, and ammonium chloride (58 g, 1080 mmol) was added. To the reaction solution was added chloroform, this was extracted, and the organic layer was washed with an aqueous saturated sodium bicarbonate solution, and dried with anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, isopropyl alcohol and diethyl ether were added to the residue, and precipitated crystals were filtered to obtain 3-benzyloxy-2-methyl-1H-pyridine-4-one 3 (69.1 g, 43%) as a pale yellow crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273065B2
Source datasetuspto-grants-2016_03
ORD IDord-2650c066cbf54386a2cce1ccafe038d7
Source noteuspto-grants-2016_03