Synlett 2011(7): 1028-1032  
DOI: 10.1055/s-0030-1259730
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

A Green Chemistry Method for the Regeneration of Carbonyl Compounds from Oximes by Using Cupric Chloride Dihydrate as a Recoverable Promoter for Hydrolysis

Na Quan, Xiao-Xin Shi*, Liang-Deng Nie, Jing Dong, Rui-Heng Zhu
Department of Pharmaceutical Engineering, School of Pharmacy, East China University of Science and Technology, 130 Mei-Long Road, Shanghai 200237, P. R. of China
Fax: +86(21)64252052; e-Mail: xxshi@ecust.edu.cn;
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Publikationsverlauf

Received 23 November 2010
Publikationsdatum:
10. März 2011 (online)

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Abstract

A mild, efficient, general, and green method for the regeneration of carbonyl compounds from their corresponding oximes is described. Cupric salts promoted hydrolysis of oximes was studied, and the best reaction conditions for the hydrolysis have been found. Carbonyl compounds were obtained in 85-98% yields after the treatment of oximes with 2 molar equivalent of CuCl2˙2H2O at reflux (around 75 ˚C) in a mixed solvent of acetonitrile and water (4:1). In addition, cupric salt was readily recovered in an almost quantitative yield via the complete precipitation of Cu(OH)2˙2H2O.