Selective Oxidation of Primary Hydroxyl of Methyl Glucoside by Sodium Tungstate/Hydroperoxide

doi:10.11944/j.issn.1000-0518.2015.10.150107

Chinese Journal of Applied Chemistry ›› 2015, Vol. 32 ›› Issue (10): 1159-1163.DOI: 10.11944/j.issn.1000-0518.2015.10.150107

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Selective Oxidation of Primary Hydroxyl of Methyl Glucoside by Sodium Tungstate/Hydroperoxide

ZHANG Pei,YUAN Hua(),WU Jiaxiong,ZHANG Hualiang

Key Laboratory for Green Chemical Process of Ministry of Education
School of Chemistry and Environmental Engineering,Wuhan Institute of Technology,Wuhan 430073,China

Received:2015-03-20 Accepted:2015-07-13 Published:2015-10-10 Online:2015-10-10
Contact: YUAN Hua
Supported by:
Supported by the National Natural Science Foundation of China(No.21276201), Graduate Innovative Fund of Wuhan Institute of Technology(No.CX2014113)

Abstract

Abstract:

Sodium tungstate/hydroperoxide was used for the preparation of glucuronic acid and its lactone by selective oxidation of primary hydroxyl group of methyl glucoside. The effects of different catalytic oxidative conditions on the yield were studied. The products were determined by HPLC. A reaction mechanism was proposed. The catalytic system exhibits high activity and good selectivity on the oxidation of primary hydroxyl of methyl glycoside. Combined yield of glucuronic acid and its lactone is up to 74.07%. Compared with the traditional HNO₃ oxidation of starch, this process is more environmental-friendly and economical.

Key words: sodium tungstate/hydroperoxide system, methyl glucoside, glucuronic acid, selective oxidation

ZHANG Pei,YUAN Hua,WU Jiaxiong,ZHANG Hualiang. Selective Oxidation of Primary Hydroxyl of Methyl Glucoside by Sodium Tungstate/Hydroperoxide[J]. Chinese Journal of Applied Chemistry, 2015, 32(10): 1159-1163.

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Selective Oxidation of Primary Hydroxyl of Methyl Glucoside by Sodium Tungstate/Hydroperoxide

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