Abstract
Investigation of polarographic reduction of ethacrynic acid (I) in 2% and 60% ethanolic solutions showed that acid I is, similarly to other α,β-unsaturated ketones, reduced first on the CC bond. But the presence of acid-base equilibria for one two-electron reduction wave in the medium pH range, as well as the sensitivity of the reduction wave of the aryl alkyl ketone to the presence of borates and carbonates, makes this reduction process different. Ethacrynic acid proved to be a suitable model compound for the study of addition reactions to a CO-CC system. Preliminary examination of the reaction of ethylamine indicated that Schiff base rather than Mannich base is formed. A 60% ethanolic solution at pH 6–10 or with 1 M ethylamine half-titrated with hydrochloric acid, provided the most suitable conditions for analytical purposes.
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