Safe, convenient ortho-Claisen thermal rearrangement using a flow reactor

…, M Barberis, M González-Esguevillas…

Index: Rincon, Juan A.; Barberis, Mario; Gonzalez-Esguevillas, Maria; Johnson, Martin D.; Niemeier, Jeffry K.; Sun, Wei-Ming Organic Process Research and Development, 2011 , vol. 15, # 6 p. 1428 - 1432

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Citation Number: 9

Abstract

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 ...