Development of a Scalable Synthesis of Oligomeric Piperidine-N-O-alkyl Ethers

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• 作者：Everett Cote ; Laura Chafin ; Mike DiFazio ; Jim Robbins ; Joe Kotrola ; Tiziano Nocentini ; Kai-Uwe Schoening
• 刊名：Organic Process Research & Development
• 出版年：2014
• 出版时间：December 19, 2014
• 年：2014
• 卷：18
• 期：12
• 页码：1843-1849
• 全文大小：323K
• ISSN：1520-586X

文摘

An efficient two-step manufacturing process for a novel polypiperidine-N-O-alkyl ether was developed. Starting from an oligomeric 2,2,6,6-tetramethylpiperidine derivative, oxidation by hydrogen peroxide yielded a polynitroxide radical. Subsequently, the intermediate was reacted with alkyl radicals to provide the corresponding hydroxylamine O-alkyl ether. The optimized process was amenable to scale-up, and 1 metric ton of the target compound was prepared in high yield as a product-by-process.