An improved method for aldol condensation catalyses by Amberlyst A-26 OH: application in the synthesis of pseudoionone derivative, 11,15-dimethylhexadeca-8,10,14-trien-7-one

Green Processing and Synthesis

article

Daniel J.W. Chong¹  Florence H.L. Chong²  Jalifah Latip¹ 

[1] School of Chemical Sciences and Food Technology, Faculty of Science and Technology, University Kebangsaan Malaysia;University Putra Malaysia

关键词: 2-octanone;    aldol condensation;    Amberlyst A-26 OH;    citral;    pseudoionone;   

DOI  :  10.1515/gps-2015-0126

来源: De Gruyter

【 摘 要 】

This paper reports the improved procedure for aldol condensation between citral and 2-octanone with Amberlyst A-26 OH to give 11,15-dimethyl-hexadeca-8,10,14-trien-7-one. The improved synthesis utilizing Amberlyst A-26 OH as the solid catalyst produces better yield (93.0%) and enables simple work-up procedure. The experimental conditions are evaluated and optimized at 2-octanone/citral molar ratio of 10, catalyst amount of 5% (mole of citral), and temperature of 60°C in 3.5 h reaction time. 11,15-Dimethyl-hexadeca-8,10,14-trien-7-one is isolated using preparative thin layer chromatography with hexane:ethyl acetate (9.5:0.5) and confirmed by gas chromatography-mass spectrometry (GC-MS), ultraviolet-visible (UV-Vis), Fourier transform infrared (FTIR) and nuclear magnetic resonance (NMR).

【 授权许可】

CC BY