β-Cyclodextrin Promoted Oxidation of Cinnamaldehyde to Natural Benzaldehyde in Water

›› 2011, Vol. 19 ›› Issue (6): 972-977.

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β-Cyclodextrin Promoted Oxidation of Cinnamaldehyde to Natural Benzaldehyde in Water

CHEN Hongyan^1,2, JI Hongbing¹

1. School of Chemistry and Chemical Engineering, the Key Laboratory of Low-carbon Chemistry & Energy Conservation of Guangdong Province, Sun Yat-sen University, Guangzhou 510275, China;
2. Department of Chemical Engineering, Huizhou University, Huizhou 516007, China

Received:2010-10-18 Revised:2011-09-22 Online:2012-04-24 Published:2011-12-28
Supported by:
Supported by the National Natural Science Foundation of China (21036009, 21176268);the Higher-level Talent Project for Guangdong Provincial Universities and the Fundamental Research Funds for the Central Universities

β-Cyclodextrin Promoted Oxidation of Cinnamaldehyde to Natural Benzaldehyde in Water

陈鸿雁^1,2, 纪红兵¹

1. School of Chemistry and Chemical Engineering, the Key Laboratory of Low-carbon Chemistry & Energy Conservation of Guangdong Province, Sun Yat-sen University, Guangzhou 510275, China;
2. Department of Chemical Engineering, Huizhou University, Huizhou 516007, China

通讯作者: JI Hongbing, E-mail: jihb@mail.sysu.edu.cn
基金资助:
Supported by the National Natural Science Foundation of China (21036009, 21176268);the Higher-level Talent Project for Guangdong Provincial Universities and the Fundamental Research Funds for the Central Universities

Abstract

Abstract: A facile and efficient procedure has been developed systematically for the oxidative cleavage of cinnamaldehyde to benzaldehyde by sodium hypochlorite with water as the only solvent in the presence of β-cyclodextrin (abbreviated as β-CD). Different factors influencing cinnamaldehyde oxidation e.g. reaction temperature, the amount of catalyst and oxidant, have been investigated. The yield of benzaldehyde reaches 76% under the optimum conditions (333 K, 4 h, molar ratio of cinnamaldehyde to β-CD is 1:1). Furthermore, a feasible reaction mechanism including the formation of benzaldehyde and the two main byproducts (phenylacetaldehyde and epoxide of cinnamaldehyde) has been proposed.

Key words: oxidative cleavage, β-cyclodextrin, cinnamaldehyde, natural benzaldehyde, sodium hypochlorite

摘要： A facile and efficient procedure has been developed systematically for the oxidative cleavage of cinnamaldehyde to benzaldehyde by sodium hypochlorite with water as the only solvent in the presence of β-cyclodextrin (abbreviated as β-CD). Different factors influencing cinnamaldehyde oxidation e.g. reaction temperature, the amount of catalyst and oxidant, have been investigated. The yield of benzaldehyde reaches 76% under the optimum conditions (333 K, 4 h, molar ratio of cinnamaldehyde to β-CD is 1:1). Furthermore, a feasible reaction mechanism including the formation of benzaldehyde and the two main byproducts (phenylacetaldehyde and epoxide of cinnamaldehyde) has been proposed.

关键词: oxidative cleavage, β-cyclodextrin, cinnamaldehyde, natural benzaldehyde, sodium hypochlorite

CHEN Hongyan, JI Hongbing. β-Cyclodextrin Promoted Oxidation of Cinnamaldehyde to Natural Benzaldehyde in Water[J]. , 2011, 19(6): 972-977.

陈鸿雁, 纪红兵. β-Cyclodextrin Promoted Oxidation of Cinnamaldehyde to Natural Benzaldehyde in Water[J]. , 2011, 19(6): 972-977.

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β-Cyclodextrin Promoted Oxidation of Cinnamaldehyde to Natural Benzaldehyde in Water

β-Cyclodextrin Promoted Oxidation of Cinnamaldehyde to Natural Benzaldehyde in Water

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