N-杂环卡宾催化下对硝基苯甲醛的氧化酯化

doi:10.3724/SP.J.1095.2013.30110

摘要/Abstract

摘要： 以空气为氧化剂，研究了在N-杂环卡宾催化下，对硝基苯甲醛与9种醇的氧化酯化反应。考察了不同卡宾前体、卡宾前体的用量以及溶剂对收率和反应速率的影响。结果表明，当以对硝基苯甲醛摩尔分数10%的溴化3-乙基-4-甲基-5-羟乙基噻唑鎓盐为催化剂，过量的原料醇为溶剂时，可以有效地催化氧化对硝基苯甲醛进行酯化反应，收率为36%~64%，但当使用与对硝基苯甲醛等摩尔比的醇时，收率仅为9%~29%。

关键词: N-杂环卡宾, 对硝基苯甲醛, 氧化酯化, 对硝基苯甲酸酯

Abstract: Using air as the ultimate oxidant, a facile method for the oxidative esterification of para-nitrobenzaldehyde has been developed. The results demonstrated that the catalyst precursors, catalyst loadings and solvents have considerably effects on both the yields and reaction rates. A variety of para-nitrobenzonates were conveniently prepared with the yields of 36%~64% under the optimal reaction conditions, where the corresponding alcohols were used as the solvents, and the 3-ethyl-4-methyl-5-hydroxyethyl thiazole bromide salt as the catalyst precursor, with 10% molar fraction catalyst loading. Modest yields of 9%~29% were obtained if only stoichiometric amount alcohol was used.

Key words: N-heterocyclic carbenes, para-nitrobenzaldehyde, oxidative esterification, nitrobenzoic acid esters

中图分类号:

O625

苏策, 夏淑娇, 王蕊. N-杂环卡宾催化下对硝基苯甲醛的氧化酯化[J]. 应用化学, DOI: 10.3724/SP.J.1095.2013.30110.

SU Ce*, XIA Shujiao, WANG Rui. null[J]. Chinese Journal of Applied Chemistry, DOI: 10.3724/SP.J.1095.2013.30110.

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