Studies on Lignin and Related Products. XII. 1 The Synthesis of Lignin Model Compounds Related to Diethylstilbestrol2

IA Pearl

Index: Pearl Journal of the American Chemical Society, 1956 , vol. 78, p. 4433

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Citation Number: 4

Abstract

Pinacol reduction of propiovanillone yielded a, cu'-diethylhydrovanilloin, and this pinacol in the presence of acid underwent rearrangement to the pinacolone 4, 4-di-(4-hydroxy-3- methoxyphenyl~-3-hexanone. Sodium and butanol reduction of the pinacolone yielded the pinacolone alcohol 4, 4-di-(4-hydroxy-3-methoxyphenyl)-3-hexanol, which was heated with aqueous sulfuric acid to yield the desired 3, 3'-dimethoxydiethylstilbestrol by dehydration ...