Abstract
Ketals derived from unsaturated fatty acids, such as oleic acid (OA), are widely used as intermediates in the synthesis of various polymers, biologically active compounds and other high-value derivatives. We propose the study of new conditions for one-pot syntheses of ketals and acetals from oleic acid, using acetone or different alcohols as both reactant and solvent. OA was oxidized in a batch reactor in the presence of hydrogen peroxide (H2O2, 30%) as an oxidant and a peroxo-tungsten anion supported on resin as the catalyst. We investigated the influence of several parameters of this process, using 9,10-dihydroxyoctadecanoic acid as the target molecule. The best operating conditions resulted in an OA conversion above 80%, with a good yield (60%) obtained for the OA/H2O2/{PO4[WO(O2)2]4}3− system supported on a resin, at 70°C for 16h in acetone. The hydroxyl moiety was oxidized, generating the corresponding aldehyde derivative, when alcohols were used as the solvent.
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