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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 456606Generated: October 25, 2026

Ammonia → 5-(Benzyloxy)-2-(hydroxymethyl)-1,4-dihydropyridin-4-one

https://huagongshe.com/reaction/456606

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantKojic AcidHCID 3840—
Reactant5-(benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-oneHCID 901598—
ReactantGuaiacylglycerol-beta-guaiacyl etherHCID 6424189—
SolventEthanolHCID 702—
Product5-(Benzyloxy)-2-(hydroxymethyl)-1,4-dihydropyridin-4-oneHCID 2801564—

Reaction Steps

A mixture of 5-benzyloxy-2-hydroxymethyl-4-pyrone (prepared from Kojic acid by the method of D. Erol, J. Med. Chem., 1994, 29, 893) (9.7 g, 40 mmol), concentrated aqueous (880) ammonia (100 ml), and ethanol (20 ml) was heated to reflux overnight. The mixture was allowed to cool to room temperature then filtered. The resultant solid was washed with ether and dried in vacuo (5.9 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07186730B2
Source datasetuspto-grants-2007_03
ORD IDord-cd4f6b38841a45f9b38b8cee24ff9b60
Source noteuspto-grants-2007_03