Functionalization of Isophorone Involving Polychlorination. Part II: Chlorination of Isophorone in the 2??and 6??Position Involving Addition of Chlorine to the Double …

…, R Bostoen, M Lecluse, H De Pooter…

Index: Buyck, L. De; Bostoen, R.; Lecluse, M.; Pooter, H. De; Schamp, N. Bulletin des Societes Chimiques Belges, 1987 , vol. 96, # 9 p. 663 - 674

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Abstract

Abstract Using trans-2, 3-dichloro-3, 5, 5-trimethylcyclohexanone (2) as an intermediate, isophorone (1) was converted into the 2-chloro derivative 6 (85–93%), the 2, 6-dichloro derivative 5 (65-75%) and the 2, 6, 6-trichloroderivative 10 (60–70%) isolated overall yields from 1). The 2, 2, 3-trichlorocyclohexanone 7 and the 2, 2, 3, 6-tetrachloroketones 19 and 20 underwent enol allyl rearrangement with dehydrochlorination. The preparation of 6- ...