SYNTHESIS 7-O-CARBOXYMETHYL-3’,4’-DIMETHOXYISOFLAVONE
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Published:2012-12-28
Issue:3
Volume:12
Page:242-246
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ISSN:2460-1578
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Container-title:Indonesian Journal of Chemistry
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language:
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Short-container-title:Indones. J. Chem.
Author:
Alimuddin Andi Hairil,Matsjeh Sabirin,Anwar Chairil,Mustofa Mustofa
Abstract
Synthesis of 7-O-carboxymethyl-3',4'-dimethoxyisoflavone from 7-hydroxy-3',4'-dimethoxyisoflavone derived from eugenol had been done. 7-hydroxy-3',4'-dimethoxyisoflavone was first converted into 7-O-ethoxycarbonylmethyl-3',4'-dimethoxyisoflavone via substitution of hydroxyl group at 7-O position by ethyl-2 chloro acetate through bimolecular nucleophilic substitution reaction (SN2). Hydrolysis of ester group of 7-O-ethoxycarbonylmethyl-3',4'-dimethoxyisoflavone using KOH produce 7-O-carboxymethyl-3',4'-dimethoxyisoflavone in 93.4% yield as a white solid with melting point of 155-159 °C.
Publisher
Universitas Gadjah Mada
Subject
General Chemistry