The compound described as ‘cholestane-3,4,6-trione’ by Windaus and Kuhr has been shown to be the 3-ethyl ether of the corresponding dienol. Although relatively stable to acid, the enol ether may be hydrolysed to yield the triketone, a mixture of two stable tautomers, which may be separated readily by fractional crystallisation. Structures have been assigned to the two tautomers on spectroscopic evidence.
J. T. Pinhey and E. Rizzardo, J. Chem. Soc., Perkin Trans. 1, 1972, 1358 DOI: 10.1039/P19720001358
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