Acrylate as an Efficient Dimethylamine Trap for the Practical Synthesis of 1-tert-Butyl-4-piperidone via Transamination

Efficient trapping of dimethylamine was the key to success in the transamination of 1,1-dimethyl-4-oxopiperidinium iodide with tert-butylamine to afford 1-tert-butylpiperidin-4-one in high yield. The use of sodium acrylate was found to provide an elegant way to both trap dimethylamine and provide a...

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Published inOrganic process research & development Vol. 8; no. 6; pp. 939 - 941
Main Authors Amato, Joseph S, Chung, John Y. L, Cvetovich, Raymond J, Reamer, Robert A, Zhao, Dalian, Zhou, George, Gong, Xiaoyi
Format Journal Article
LanguageEnglish
Published American Chemical Society 01.11.2004
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Summary:Efficient trapping of dimethylamine was the key to success in the transamination of 1,1-dimethyl-4-oxopiperidinium iodide with tert-butylamine to afford 1-tert-butylpiperidin-4-one in high yield. The use of sodium acrylate was found to provide an elegant way to both trap dimethylamine and provide a convenient method to allow purification in the subsequent extraction.
ISSN:1083-6160
1520-586X
DOI:10.1021/op049860g