Preparation of Glucuronic Acid by Selective Oxidation of Methyl Glucoside with 2,2,6,6-Tetramethylpiperidinyloxy/Ca(ClO)2

doi:10.3724/SP.J.1095.2012.00266

Chinese Journal of Applied Chemistry

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Preparation of Glucuronic Acid by Selective Oxidation of Methyl Glucoside with 2,2,6,6-Tetramethylpiperidinyloxy/Ca(ClO)₂

MA Yan, ZHAO Linlin, LIU Huaqing, YUAN Hua^*, WU Yuanxin

(Key Laboratory for Green Chemical Process of Ministry of Education,Hubei Key Laboratory of Novel
Chemical Reactor and Green Chemical Technology,Wuhan Institute of Technology,Wuhan 430073,China)

Received:2011-06-20 Revised:2011-09-08 Published:2012-05-10 Online:2012-05-10

Abstract

Abstract: Glycoside acid salt was prepared by selective oxidation from methyl glucoside with 2,2,6,6-tetramethylpiperidinyloxy（TEMPO）/Ca(ClO)2 system. Glucuronic acid and by-products calcium sulfate were obtained by following-up acidification and hydrolization with 2 mol/L H2SO4. The effects of catalytic oxidation conditions on the yield of glucuronic acid were studied. The reaction process was monitored by measuring the pH value of reaction system, the intermediate and products were determined by UV and HPLC. The results showed that the TEMPO/Ca(ClO)2 system had high activity and good selectivity for the catalytic oxidation of glycoside with a 92% yield of glucuronic acid, and Ca2+ ion in the reaction system can be easily removed. Comparing to traditional technology of HNO3 oxidation, this process is more environmental-friendly and conserves more resources.

Key words: tetramethylpiperidinyloxy/Ca(ClO)2 system, methyl glucoside, glucuronic acid, selective oxidation

CLC Number:

O643

MA Yan, ZHAO Linlin, LIU Huaqing, YUAN Hua*, WU Yuanxin. Preparation of Glucuronic Acid by Selective Oxidation of Methyl Glucoside with 2,2,6,6-Tetramethylpiperidinyloxy/Ca(ClO)₂[J]. Chinese Journal of Applied Chemistry, DOI: 10.3724/SP.J.1095.2012.00266.

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Preparation of Glucuronic Acid by Selective Oxidation of Methyl Glucoside with 2,2,6,6-Tetramethylpiperidinyloxy/Ca(ClO)₂

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