Indonesian Journal of Chemistry
Vol 17, No 2 (2017)

Microwave-Assisted Organic Reactions: Eco-friendly Synthesis of Dibenzylidenecyclohexanone Derivatives via Crossed Aldol Condensation

Sri Handayani (Chemistry Education Department, Faculty of Mathematics and Natural Science, Yogyakarta State University)
Cornelia Budimarwanti (Chemistry Education Department, Faculty of Mathematics and Natural Science, Yogyakarta State University)
Winarto Haryadi (Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada)



Article Info

Publish Date
31 Jul 2017

Abstract

The synthesis of dibenzylidenecyclohexanone derivatives via environmentally friendly Microwave Assisted Organic Synthesis (MAOS) crossed aldol condensation had been carried out. The condensation reaction to synthesize the dibenzylidenecyclohexanone 8b was performed by reacting benzaldehyde 4 and cyclohexanone 2 (mole ratio of 2:1) with NaOH as catalyst for 2 min under microwave irradiation. The benzaldehyde derivatives used in this study were 4-methoxybenzaldehyde and 3,4-dimethoxybenzaldehyde and gave of (2E,6E)-bis(4-methoxy benzylidene)cyclohexanone 8a and (2E,6E)-bis(3,4-dimethoxybenzylidene)cyclohexanone 8c, respectively. The study was commenced by searching the optimum concentration of NaOH. The reaction yield was determined by TLC scanner and the structure was elucidated by FTIR and NMR spectrometers. For the comparison, the reaction was also carried out by using stirring method. The results showed that optimum concentration of NaOH was 5 mmole. By using the optimum condition via MAOS method, the compounds 8a, 8b and 8c were obtained in 100, 98 and 93%, respectively. The research also proved that the method of dibenzylidenecyclohexanones (8) synthesis using MAOS was more efficient than stirring method.

Copyrights © 2017






Journal Info

Abbrev

ijc

Publisher

Subject

Chemical Engineering, Chemistry & Bioengineering Chemistry

Description

Indonesian Journal of Chemistry is an International, peer-reviewed, open access journal that publishes original research articles, review articles, as well as short communication in all areas of chemistry including applied chemistry. The journal is accredited by The Ministry of Research, Technology ...