Hydroxyamine hydrochloride → 2,4-Dimethyl-3-(1-hydroxyiminoethyl)-5-(4-pyridyl)furan

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Reaction Steps

To a stirred solution of 3-acetyl-2,4-dimethyl-5-(4-pyridyl)furan (0.5 g, 2.33 mM) in EtOH (10 mL) and pyridine (2 mL) was added hydroxylamine hydrochloride (0.2 g, 2.79 mM) at room temperature. After stirring overnight, volatiles were removed by evaporation. Ethyl acetate (100 mL) and water (70 mL) were added, and partitioned. The organic layer was washed with water, brine, dried over MgSO4, and concentrated in vacuo. The resulting solid was triturated to give the subtitle compound (0.45 g, 84% yield).

Provenance & Evidence