SYNTHESIS 7-O-CARBOXYMETHYL-3’,4’-DIMETHOXYISOFLAVONE | Zendy

Andi Hairil Alimuddin | Zendy; Sabirin Matsjeh | Zendy; Chairil Anwar | Zendy; Mustofa Mustofa | Zendy

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SYNTHESIS 7-O-CARBOXYMETHYL-3’,4’-DIMETHOXYISOFLAVONE

Author(s) -

Andi Hairil Alimuddin,

Sabirin Matsjeh,

Chairil Anwar,

Mustofa Mustofa

Publication year - 2012

Publication title -

indonesian journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.273

H-Index - 14

eISSN - 2460-1578

pISSN - 1411-9420

DOI - 10.22146/ijc.21337

Subject(s) - chemistry , yield (engineering) , sn2 reaction , eugenol , nucleophilic substitution , hydrolysis , melting point , medicinal chemistry , substitution reaction , nuclear chemistry , organic chemistry , materials science , metallurgy

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-Oethoxycarbonylmethyl-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-Oethoxycarbonylmethyl-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.

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