High Yield Synthesis of Filicinic Acid Based on the Polychlorination of 4, 4??Dimethyl??2??Cyclohexenone. Part I: One??pot Synthesis of 2, 3, 5, 6??Tetrachloro??4, 4?? …

…, R Verhé, N De Kimpe, N Schamp

Index: Buyck, Laurent De; Verhe, Roland; Kimpe, Norbert De; Schamp, Niceas Bulletin des Societes Chimiques Belges, 1982 , vol. 91, # 9 p. 797 - 802

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Citation Number: 4

Abstract

Abstract 2, 3, 5, 6-Tetrachloro-4, 4-dimethyl-2, 5-cyclohexadienone (4), a useful precursor for synthetic filicinic acid (5). was prepared in 88-94% yield by poly-chlorination of 4, 4-dimethyl- 2-cyclohexenone (1) or 4, 4-dimethylcyclohexanone (11) with chlorine in dimethylformamide under dehydrochlorinating conditions. Introduction of the fourth chlorine atom required a medium saturated with hydrogen chloride and an optimal temperature in the range of 40- ...