Solvent-free synthesis of chalcone by aldol condensation catalyzed by solid sodium hydroxyde (NaOH) / Muhamad Faridz Osman

Chalcones represent a group of compounds with interesting biological activities that are formed from an aldol condensation between a benzaldehyde and an acetophenone in the presence of NaOH as a catalyst. Although traditionally synthesized using aqueous sodium hydroxide in organic solvents, in th...

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Bibliographic Details
Main Author: Osman, Muhamad Faridz
Format: Thesis
Language:English
Published: 2009
Subjects:
Online Access:https://ir.uitm.edu.my/id/eprint/759/1/TD_MUHAMAD%20FARIDZ%20OSMAN_09_5%201.pdf
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Summary:Chalcones represent a group of compounds with interesting biological activities that are formed from an aldol condensation between a benzaldehyde and an acetophenone in the presence of NaOH as a catalyst. Although traditionally synthesized using aqueous sodium hydroxide in organic solvents, in this study three different chalcones were synthesized using a solventless procedure. The solvent-free synthesis of three chalcones was carried out by grinding the benzaldehyde (3-nitro, 4-methoxy, 4-chloro) and 4- methoxyacetophenone in the presence of solid sodium hydroxide with a mortar and pestle. Chalcones were obtained in high yields (76-86%), high purity, and shorter reaction time (within five minutes). The results seemed to indicate the success of the solvent-free aldol synthesis which is simple, highly efficient and eco-friendly. For comparison, the three chalcones were also synthesized by the traditional aldol condensation catalyzed by aqueous sodium hydroxide in ethanol afforded lower yield (62-72%) and required longer reaction time (62-75 min).