Journal of Siberian Federal University. Chemistry / Improved Two-stage Method of Manufacturing Betulinic Acid from Betulin

Full text (.pdf)
Issue
Journal of Siberian Federal University. Chemistry. 2008 1 (1)
Authors
Kogay, Tamara I.
Contact information
Siberian Federal University,79 Svobodny, Krasnoyarsk, 660041, Russia, e-mail:
Keywords
betulinic acid; betulonic acid; betulin; oxidation; Jones′ reagent; phase transfer catalysts; sodium borohydride; reduction
Abstract

The article concerns an improved two-stage method of manufacturing betulinic acid from betulin. First the purified betulin was oxidized by chromium trioxide in acetone (Jones′ reagent) at 0°C. The complete reaction was carried out in half an hour yielding 55 % of betulonic acid when the betulin : chromium trioxide molar ratio was 1 : 7. Then the betulonic acid was reduced with sodium borohydride in two-phase catalytic system using quaternary alkyl ammonium salts as a catalyst at the ambient temperature. The optimal reaction conditions (the betulonic acid – sodium borohydride – quaternary ammonium salt ratio) as well as the best organic phase to provide 98.5 – 99.3 % betulinic acid yield were found.

Pages
97-104
Paper at repository of SibFU
https://elib.sfu-kras.ru/handle/2311/705