2-Acryloyloxyethyl Ferrocene Carboxylate:Synthesis and Optimization

doi:10.11944/j.issn.1000-0518.2015.07.140400

Chinese Journal of Applied Chemistry ›› 2015, Vol. 32 ›› Issue (7): 765-770.DOI: 10.11944/j.issn.1000-0518.2015.07.140400

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2-Acryloyloxyethyl Ferrocene Carboxylate:Synthesis and Optimization

LI Ke, ZHANG Jiaoqiang^*, KANG Shuanyan, SHI Huimin, ZHOU Hongyu, DOU Rongrong

Department of Applied Chemistry,School of Science, Northwestern Polytechnical University,Xi'an 710129,China

Received:2014-11-18 Accepted:2015-03-27 Published:2015-06-30 Online:2015-06-30
Contact: Jiaoqiang ZHANG
Supported by:
Supported by the Shaanxi Provincial Natural Science Foundation (No.2014KA110035)

Abstract

Abstract:

The main problems in the use and storage of ferrocene derivatives as burning rate catalysts are the migration and volatility of catalysts. A solution for the problems is to introduce polar groups on ferrocene. This paper reported the synthesis of 2-acryloyloxyethyl ferrocenecarboxylate (AEFC) from ferrocenecarboxylic acid (FCA) and 2-hydroxyethyl acrylate (HEA) with N,N'-dicyclohexylcarbodiimide (DCC) as the dehydration agent in the presence of 4-dimethylaminopyridine (DMAP). Under optimized reaction conditions, the synthesis was conducted with FCA, HEA, DMAP, and DCC in a molar ratio of 20:28:20:24 at 0 ℃ and addition of DCC solution in 60~75 min to give AEFC in 75.1% yield and 98% purity.

Key words: esterification reaction, ferrocene derivatives, N, N'-dicyclohexylcarbodiimide/dimethylaminopyridine

CLC Number:

LI Ke, ZHANG Jiaoqiang, KANG Shuanyan, SHI Huimin, ZHOU Hongyu, DOU Rongrong. 2-Acryloyloxyethyl Ferrocene Carboxylate:Synthesis and Optimization[J]. Chinese Journal of Applied Chemistry, 2015, 32(7): 765-770.

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2-Acryloyloxyethyl Ferrocene Carboxylate:Synthesis and Optimization

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