Some Observations on Friedel-Crafts Reactions Involving Unsaturated Ketones. 9-Keto-4b, 5, 6, 7, 8, 8a, 9, 10-octahydrophenanthrene

CD Gutsche, WS Johnson

Index: Gutsche; Johnson Journal of the American Chemical Society, 1946 , vol. 68, p. 2239,2242

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Citation Number: 15

Abstract

VI The cleavage of fluorenone, 111, with potassium hydroxide by the excellent procedure of Huntress and Seike14 gave 2-phenylbenzoic acid, IV, in 93-96% yields. Reduction of IV with sodium and amyl alcohol afforded the previously known3 stereoisomer of 2- phenylcyclohexanecarboxylic acid, V, in 73% yield. The acid chloride VI was prepared and treated with sodiomalonic ester followed by acid hydrolysis without isolation of the ...