Safe, Convenient ortho-Claisen Thermal Rearrangement Using a Flow Reactor

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• 作者：Juan A. Rinc贸n ; Mario Barberis ; Mar铆a Gonz谩lez-Esguevillas ; Martin D. Johnson ; Jeffry K. Niemeier ; Wei-Ming Sun
• 刊名：Organic Process Research & Development
• 出版年：2011
• 出版时间：November 18, 2011
• 年：2011
• 卷：15
• 期：6
• 页码：1428-1432
• 全文大小：839K
• 年卷期：v.15,no.6(November 18, 2011)
• ISSN：1520-586X

文摘

The [3,3] Claisen rearrangement is a well-known reaction that has been very useful for the synthesis of o-allyl phenols. The thermally induced rearrangement could present safety and operational issues at large batch scale. Herein, we report a process that utilized a tube reactor to make 80 g of an early phase intermediate in a short time while mitigating the potential chemistry hazards. Thus, both project material demands and flow chemistry proof of concept were achieved.