SOME Δ^4,10-OCTAHYDRONAPHTHALENE-1,2-DICARBOXYLIC ACID ANHYDRIDES

Abstract

The purpose of this investigation was to prepare a series of A4>10-octahydronaphthalene-1,2-dicarboxylic anhydrides and some decahydrophenanthraau ¡nones by the following series of reactions R

THE ACYLATION OF OLEFINS. I. THE ACETYLATION OF CYCLOHEXENE1

“…Thus, Christ and Fuson (3) report the formation of 1acetylcyclohexene in 62% yield by addition of acetyl chloride to cyclohexene essentially according to the procedure of Wieland and Bettag followed by distillation of the crude chloroketone from sodium carbonate to effect dehydrohalogenation. Nightingale, Milberger, and Tomisek (5) have applied the Wieland and Bettag procedure to the synthesis of several 1 -aeylcyclohexenes. These workers reported that they were unable to effect complete dehydrohalogenation of the intermediate chloroketones by distillation from sodium carbonate, but that heating for two hours with dimethylaniline at 180°did give chlorine-free products.…”

“…Variations in the procedure for acetylation of cyclohexene. In the experiments thus far described, the acetylation procedure was that used by previous investigators (2)(3)(4)(5), namely, the addition of the catalyst portionwise to a mixture of cyclohexene and the acetylating agent. Several variations of this customary procedure were investigated in the present work.…”