ETHOXYCARBONYLATION OF PENTENE-1 IN THE PRESENCE OF PdCl2(PPh3)2-PPh3-AlCl3 SYSTEM

Abstract

Reactions based on carbon oxide (II) allow the synthesis of almost all oxygen-containing organic compounds, which are important raw materials for obtaining practically valuable products of wide consumption. Alkoxycarbonylation of olefins with carbon oxide (II) and various alcohols in the presence of metal complex catalysts synthesizes esters of carboxylic acids in one step. The latter find wide practical application as drugs with high biological activity and intermediates for their synthesis. Most esters have a pleasant characteristic odor and are used as fragrant substances in perfume compositions, soap perfumes and food essences. Carboxylic acid esters are also used as plasticizers, solvents and lubricating oils.

Earlier we synthesized ethyl esters of enanthic and 2-methylcapronic acids by the reaction of ethoxycarbonylation of hexene-1 with carbon oxide (II) in the presence of catalytic system PdCl₂(PPh₃)₂-PPh₃-AlCl₃. In continuation of this work ethyl esters of capronic and 2-methylvaleric acids were synthesized by the reaction of ethoxycarbonylation of pentene-1 with carbon oxide (II) in the presence of a similar catalytic system. It was found that the reaction proceeds regioselectively with the formation of products of linear and branched structure.