Tetrahedron

Simple synthetic analogs of natural steroids: Synthesis of 6, 7-benzhydrindan-1-hydroxymethyl ketone and its acetate

AM El-Abbady, SH Doss

Index: El-Abbady,A.M.; Doss,S.H. Tetrahedron, 1963 , vol. 19, p. 1259 - 1263

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Abstract

The half esters, resulting from the Stobbe condensation of α-tetralone with succinic esters, on cyclization give the keto-ester “ethyl 3-ketoΔ8-6, 7-benzhydrindan-1-carboxylate”. This on Clemmensen reduction yields the corresponding αβ-unsaturated ester, from which 6, 7- benzhydrindan-1-carboxylic acid was prepared by catalytic reduction and hydrolysis and this acid 6, 7-benzhydrindan-1-hydroxymethyl ketone and its acetate were prepared.

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