The Action of Alcoholic Hydrogen Halides on the Monohalo cis-and trans-Dibenzoylethylenes1

RE Lutz, MG Reese

Index: Lutz; Reese Journal of the American Chemical Society, 1959 , vol. 81, p. 127

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Citation Number: 4

Abstract

Both cis-and tvans-chlorodibenzoylethylenes react irreversibly with 95% ethanolic hydrogen chloride to give meso-dibenzoylethylene dichloride and the corresponding furan. However, when absolute ethanol is used the sole product is the 2-ethoxy-3-furanone. The directive effect of 570 of water on the course of the reaction is interpreted in terms of prevention of build-up of an essential intermediate in which hydrolysis at the 3-position is the rate- ...