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Journal > Indonesian Journal of Chemistry > SYNTHESIS 7-O-CARBOXYMETHYL-3’,4’-DIMETHOXYISOFLAVONE

 

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Indonesian Journal of Chemistry
Vol 12, No 3 (2012)
SYNTHESIS 7-O-CARBOXYMETHYL-3’,4’-DIMETHOXYISOFLAVONE
Alimuddin, Andi Hairil ( Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Tanjungpura, Jl. Jenderal Ahmad Yani Pontianak, Kalimantan Barat)
Matsjeh, Sabirin ( Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Jl. Sekip Utara, Yogyakarta 55281)
Anwar, Chairil ( Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Jl. Sekip Utara, Yogyakarta 55281)
Mustofa, Mustofa ( Pharmacology Division, Faculty of Medicine, Universitas Gadjah Mada, Jl. Farmaco Yogyakarta)
Article Info   ABSTRACT
Published date:
28 Dec 2012
 
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.
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