Toluene → HCID 54676186, compound

Participants

Reaction Steps

To a mixture of 1-phenyl-4-phenylacetoxy-1,8-naphthyridin-2 (1H)-one (1.34 g, 3.7 mmol), triethylamine (379 mg, 3.7 mmol), potassium cyanide (491 mg, 7.5 mmol), and 18-crown-6 (197 mg) was added dry toluene (35 ml), and the mixture was stirred at room temperature overnight, admixed with saturated aqueous sodium hydrogen carbonate and dichloromethane. The organic layer was washed with saturated aqueous sodium hydrogen carbonate, and successively with saturated aqueous sodium chloride. The organic layer was collected, dried over anhydrous magnesium sulfate, and evaporated. The resulting residue was purified by flash column chromatography to afford 4-hydroxy-3-(1-oxo-2-phenylethyl)-1-phenyl-1,8-naphthyridin-2 (1H)-one (583 mg, 44%) as crystals.

Provenance & Evidence