SYNTHESIS OF ACETYLENE SERIES TRIOLS AND THEIR INVESTIGATION

Abstract

This study is devoted to the synthesis of monoesters of acetylene triols as biologically active compounds and the investigation of their properties. The aim of the research was to obtain new compounds with practical and pharmacological significance. The monoesters were synthesized by condensation of 1-alkoxy-4-pentyn-2-ols with acetone under Favorskii reaction conditions. The reaction was carried out in liquid ammonia medium at low temperatures (from –35 to –40 °C) in the presence of potassium hydroxide. As a result, six new monoester derivatives of acetylene triols were obtained. It was established that the structure of the alkyl radical significantly affects the yield of the final products. Higher yields were observed for methyl and ethyl derivatives, whereas the yield decreased with increasing alkyl chain length. The almost complete absence of by-products indicates the high selectivity of the reaction. The structure and purity of the synthesized compounds were confirmed by thin-layer chromatography (TLC), IR spectroscopy, and elemental analysis. Characteristic absorption bands corresponding to OH, C≡C, and C–O–C groups were identified in the IR spectra.