Abstract

Sodium periodate oxidation of caffeic acid was investigated in aqueous solutions with pH ranging from 2 to 7. Products formed from quinone evolution were monitored by HPLC. It was found that they were affected both qualitatively and quantitatively by the conditions of the reaction. The rate and the yield of the reaction increased with the pH. In particular, two products obtained at pH values lower than 4.6 approximately, were analysed and isolated by reverse phase HPLC. By using 1H and 13C NMR and mass spectrometries, these compounds were shown to be two stereoisomers of 2,5-(3′,4′-dihydroxyphenyl)tetrahydrofuran 3,4-dicarboxylic acid.

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