Pharmaceutical And Biomedical Sciences Journal (PBSJ)
Vol 4, No 2 (2022)

Optimization of Reaction Condition for Synthesis of 4-Methoxychalcone from Ethyl p-methoxycinnamate

Ismiarni Komala ((SCOPUS ID: 13404974600) UIN Syarif Hidayatullah Jakarta)
Muhamad Beny Setiawan (UIN Jakarta)
Yardi Yardi (Unknown)



Article Info

Publish Date
18 Mar 2023

Abstract

Ethyl p-methoxycinnamate (1) is the main secondary metabolite found in Kaempferia galanga Linn and has various interesting pharmacological activities, including anti-inflammatory, sedative, vasorelaxant, and antiangiogenic activities. This study aimed to optimize the conditions for the conversion of 1 to 4-methoxychalcone (2) using a conventional synthetic reaction. The conversion was initiated by the hydrolysis of 1 to p-methoxycinnamic acid (3) and 3 to 4-methoxybenzaldehyde (4), and continued with the Claisen-Schmidt reaction of 4 with acetophenone (5). The temperature (room temperature and 45 °C) and ratio of 4 to 5 (1:1 and 1:2) were varied to determine the optimal conditions for the reaction. The results suggested that the reaction of 4 with 5 gave the best yield (42.1 %) when conducted at room temperature in a ratio of 4 to 5 (1:1). The structure of the reaction product was elucidated by spectroscopic analysis and compared with previously published data

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Journal Info

Abbrev

pbsj

Publisher

Subject

Agriculture, Biological Sciences & Forestry Biochemistry, Genetics & Molecular Biology Health Professions Medicine & Pharmacology Public Health

Description

Pharmaceutical and Biomedical Sciences Journal is an official peer-reviewed, open access journal that is managed by the Pharmacy Department, Faculty of Health Sciences, UIN Syarif Hidayatullah Jakarta, Indonesia. This journal publishes original research articles, review articles, as well as short ...