Synthesis of 3-(2-aminoethyl)-5-hydroxyindene, the indene isostere of 5-hydroxytryptamine

Journal of the Chemical Society C: Organic Pub Date: DOI: 10.1039/J39700000114

Abstract

Knoevenagel condensation of 6-hydroxyindan-1-one and ethyl cyanoacetate gave the exo-unsaturated nitrile ester, which was hydrolysed and decarboxylated to 5-hydroxyindene-3-acetonitrile. 3-(2-Aminoethyl)-5-hydroxy-indene, isolated as its oxalate, was obtained by lithium aluminium hydride reduction of this nitrile.

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