The Journal of Organic Chemistry

Unusual rearrangement and eliminative cleavage of a tetrachloronorbornenecarboxamide

HW Thompson, JK Wong

Index: Thompson, Hugh W.; Wong, Jesse K. Journal of Organic Chemistry, 1985 , vol. 50, # 3 p. 404 - 406

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Citation Number: 2

Abstract

Experimental Sectiong Preparation of 1, 4, 5, 6-Tetrachloro-7, 7-dimethoxy-exo-2-met hylbicyclo [2.2. lIhept-5-ene-endo-2-carboxamide (1). A mixture of 21.0 g (79.6 mmol) of tetrachloro-5, 5-dimethoxycyclopentadiene and 13.8 g (159 mmol) of methacrylamide in 80 mL of absolute EtOH was refluxed for 3 days. Some EtOH was distilled off and the residue was poured into 400 mL of 1: l water-hexane and shaken. The resulting solid was filtered, ...