Transesterification of fatty acid esters with arylaminoalcohols. Synthesis of mono- and diacylderivatives of 3-phenylamino- 1,2-propanediol

Abstract

In this paper the synthesis of acylderivatives of 3-phenylamino- 1,2 propanediol has been studied. These compounds are prepared by transesterification of fatty acids methyl esters with the amino-alcohol and sodium methoxide as catalyst. The reaction was carried out with mechanical stirring under vacuum. The effect of temperature, molar relation of reactives, time and concentration of catalyst on the reaction yield has been investigated. Yield increases with temperature and ester concentration until the optimun reaction temperature is reached. This temperature depend on molar relation ester/aminoalcohol (140 °C for 1/1 and 2/1 values and 120 °C for 4/1 value). The composition of reaction mixture was evaluated from the mono/di relation. This relation decrease when temperature and molar relation increase.