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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 40, 2010 - Issue 7
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Original Articles

BF3·OEt2: An Efficient Catalyst for Transesterification of β-Ketoesters

Jinhui Yang Key Laboratory of Energy Resources and Engineering, Ningxia University, Yinchuan, Ningxia, ChinaCorrespondence[email protected]
,
Congbin Ji Key Laboratory of Energy Resources and Engineering, Ningxia University, Yinchuan, Ningxia, China
,
Yanmin Zhao Key Laboratory of Energy Resources and Engineering, Ningxia University, Yinchuan, Ningxia, China
,
Yunfeng Li Key Laboratory of Energy Resources and Engineering, Ningxia University, Yinchuan, Ningxia, China
,
Shizhi Jiang Key Laboratory of Energy Resources and Engineering, Ningxia University, Yinchuan, Ningxia, China
,
Zhiwei Zhang College of Chemistry and Chemical Engineering, Ningxia University, Yinchuan, Ningxia, China
,
Yongqiang Ji Key Laboratory of Energy Resources and Engineering, Ningxia University, Yinchuan, Ningxia, China; College of Chemistry and Chemical Engineering, Ningxia University, Yinchuan, Ningxia, China
&
Wanyi Liu Key Laboratory of Energy Resources and Engineering, Ningxia University, Yinchuan, Ningxia, China; College of Chemistry and Chemical Engineering, Ningxia University, Yinchuan, Ningxia, China
 show all
Pages 957-963 | Received 23 Dec 2008, Published online: 04 Mar 2010
 
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Abstract

A facile and selective transesterification of β-ketoesters using BF3·OEt2 as catalyst is described. The emphasis has been placed on the reaction of methyl acetoacetate with a series of alcohols of different structures, leading in all cases to good to excellent yields.

ACKNOWLEDGMENTS

The work was supported by the Ministry of National Education (No. 203143), the National Natural Science Foundation of China (Nos. 20562010, 20962016), the special pre-inquest of State 973 (No. 2006CB708606), the Key Laboratory of Energy Resources and Engineering (Ningxia University), and the Province and Ministry of Education of China.

Notes

a The molar ratio of methyl acetoacetate and n-butanol is 1:1.5.

b Isolated yield.

a All reactions were carried out with 15 mol% of BF3·OEt2 in refluxing toluene for the appropriate time.

b Isolated yield. All products were characerized by their 1H NMR, 13C NMR, or mass spectroscopic data.

c No reaction.

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