Journal of Mathematical and Fundamental Sciences
Vol. 43 No. 1 (2011)

Demethylation of Quinine Using Anhydrous Aluminium Trichloride

Aiyi Asnawi (School of Pharmacy, ITB Bandung Jl. Ganesha No. 10 Bandung, Jawa Barat-Indonesia)
As'ari Nawawi (School of Pharmacy, ITB Bandung Jl. Ganesha No. 10 Bandung, Jawa Barat-Indonesia)
Rahmana Emran Kartasasmita (School of Pharmacy, ITB Bandung Jl. Ganesha No. 10 Bandung, Jawa Barat-Indonesia)
Slamet Ibrahim (School of Pharmacy, ITB Bandung Jl. Ganesha No. 10 Bandung, Jawa Barat-Indonesia)



Article Info

Publish Date
21 Jul 2013

Abstract

Quinine is a natural alkaloid having a methoxy group bound to quinoline ring and an allyl group bound to quinuclidine ring. Demethylation of quinine applying strong acid such as HBr or HI at high temperature was unsuccessful. The aim of this research was to obtain demethylated quinine by means of mild and selective demethylation procedure to prevent the addition reaction of allyl group. Selective demethylation of quinine has been carried out using anhydrous aluminium trichloride as reagent. The demethylation product was achieved in 68.12% yield by mole ratio of quinine to anhydrous aluminium trichloride of 1 to 4 in dried methylene chloride under nitrogen atmosphere. The reaction was firstly carried out at 0°C for 4 h and after the reaction mixture reached room temperature, the reaction was continued up to 24 h.

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Journal Info

Abbrev

jmfs

Publisher

Subject

Astronomy Chemistry Earth & Planetary Sciences Mathematics Physics

Description

Journal of Mathematical and Fundamental Sciences welcomes full research articles in the area of Mathematics and Natural Sciences from the following subject areas: Astronomy, Chemistry, Earth Sciences (Geodesy, Geology, Geophysics, Oceanography, Meteorology), Life Sciences (Agriculture, Biochemistry, ...