Sodium Hydroxide → 8-methyl-6-(3-pyridyl)-2-(1H)-quinolone

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Reaction Steps

A stirred solution of 2-methoxy-8-methyl-6-(3-pyridyl)quinoline (1.07 g) in 5M hydrochloric acid (10 cm3) was heated under reflux for 2.5 hours and then cooled. The cooled solution was basified to pH 9 with 2M aqueous sodium hydroxide, extracted with chloroform:methanol 9:1 (4×100 cm3), and the combined and dried (MgSO4) extracts were concentrated in vacuo to afford a solid. Recrystallisation of the solid from ethyl acetate-methanol gave 8-methyl-6-(3-pyridyl)-2-(1H)-quinolone, m.p. 235.5°-236.5°, (0.63 g).

Provenance & Evidence