Organic Reactions in Ionic Liquids: Ionic Liquid-Accelerated Nucleophilic Substitution Reaction of α-Tosyloxyketones with Potassium Salts of Aromatic Acids

Zhi Liu; Zhen-Chu Chen; Qin-Guo Zheng

doi:10.1055/s-2003-44350

PAPER

Organic Reactions in Ionic Liquids: Ionic Liquid-Accelerated Nucleophilic Substitution Reaction of α-Tosyloxyketones with Potassium Salts of Aromatic Acids

Zhi Liu^a,b, Zhen-Chu Chen*^a,b, Qin-Guo Zheng^c
^a Ningbo Institute of Technology, Zhejiang University, Ningbo, 315104, P. R. China
^b Department of Chemistry, Zhejiang University (XiXi Campus), Hangzhou, 310028, P. R. China
e-Mail: zhenchuc@mail.hz.zj.cn;
^c Pharmaceutical Sciences Research Institute, Aston University, Aston Triangle, Birmingham B4 7ET, UK

Abstract

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Abstract

The room temperature ionic liquid 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim][BF₄]) is used as a ‘green’ recyclable alternative to classical molecular solvents for the nucleophilic substitution reaction of α-tosyloxy ketones with potassium salts of aromatic acids. Significant rate enhancement and improved yields have been observed.

Key words

ionic liquids - esters - ketones - nucleophilic substitution - carboxylic acids

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References

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