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

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Reaction Steps

A mixture of 5-benzyloxy-2-hydroxymethyl-4H-pyran-4-one (9.7 g, 42 mmole; prepared from Kojic acid by the method of Erol, D. J. Med. Chem. 1994, 29, 893) concentrated aqueous ammonia (100 mL), and ethanol (20 mL) was heated at reflux overnight. The mixture was allowed to cool to RT and the solid was collected, washed with Et2O and dried in vacuo to afford the title compound (5.9 g, 61%): MS (APCI+) m/e 232 (M+H)+.

Provenance & Evidence