DOI Number : 10.5614/itbj.sci.2011.43.1.4
Hits : 15

Demethylation of Quinine Using Anhydrous Aluminium Trichloride

Aiyi Asnawi, As’ari Nawawi, Rahmana Emran Kartasasmita & Slamet Ibrahim

School of Pharmacy, ITB Bandung
Jl. Ganesha No. 10 Bandung, Jawa Barat-Indonesia
Email: aiyiasnawi@students.itb.ac.id; nawawi@fa.itb.ac.id; emran_kartasasmita@yahoo.de; sibrahim@fa.itb.ac.id


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.



Keywords: aluminium trichloride; demethylation; methylene chloride; quinine.

Download Article
 
Bahasa Indonesia | English
 
 
 

Notification:

Begin on 10 October 2014 this website is no longer activated for article process in Journal of Mathematical and Fundamental Sciences, Journal of Engineering and Technological Sciences, Journal of ICT Research and Applications and Journal of Visual Art and Design. The next process will be proceeded under new website at http://journals.itb.ac.id.

For detail information please contact us to: journal@lppm.itb.ac.id.

 
       
       
       ITB Journal Visitor Number #12462054       
       Jl. Tamansari 64, Bandung 40116, Indonesia Visitor IP Address #       
       Tel : +62-22-250 1759 ext. 121 © 2011 Institut Teknologi Bandung       
       Fax : +62-22-250 4010, +62-22-251 1215 XHTML + CSS + RSS       
       E-mail : journal@lppm.itb.ac.id or proceedings@lppm.itb.ac.id Developed by AVE