Chemical Studies with 11-Oxygenated Steroids. VII. The Oxidation of 3-Hydroxysteroids with t-Butyl Hypochlorite

GS Fonken, JL Thompson…

Index: Fonken et al. Journal of the American Chemical Society, 1955 , vol. 77, p. 172

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Citation Number: 3

Abstract

,!-Butyl hypochlorite (TBH), a readily prepared'reagent of considerable stability, has been used to oxidize 8-phenylethyl and benzyl alcohols to the corresponding aldehydesJ2 but the reaction with secondary alcohols has been reported only recently. We have found that TBH in t-butyl alcohol without added pyridine3" oxidizes the 3-hydroxysteroids smoothly and in excellent yields to the corresponding 3-ketosteroidsJ which may be isolated in a high state ...