ArticlesSpecial Article

THE PRODUCTS OF THE CYCLIZING DEHYDRATION OF 1-BETA-PHENYLETHYLCYCLOHEXANOL-1 AND THE SYNTHESIS OF SPIROCYCLOHEXANE-1,1-INDANONE-3

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Science  04 Aug 1939:
Vol. 90, Issue 2327, pp. 114-115
DOI: 10.1126/science.90.2327.114-a

Abstract

(1) Spirocyclohexane-1,1-indanone (VI) has been found among the oxidation products of the hydrocarbon mixture which results when 1-beta-phenylethylcyclohexanol-1 is dehydrated, or when 1-beta-phenylethylcyclohexene is cyclized by aluminum trichloride, and its constitution has been proved by synthesis

(2) Its oxime melts at 137-137.8° (corr.). The oxime of m.p. 187.5°, reported by Cook et al. therefore must be derived from some other ketone, perhaps the trans-ketoöctahydrophenanthrene, since we were unable to isolate any oxime of m.p. 177°, the figure which they reported for this compound