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8685046 
Journal Article 
Experiments on the synthesis of substances related to the sterols. Part XXXVIII. Ethyl cycloHexane-1: 4-dione-2-carboxylate and other intermediates 
Robinson, R; Seijo, E 
1941 
Yes 
Journal of the Chemical Society
ISSN: 0368-1769 
582-586 
English 
For several reasons a convenient synthesis of 2-keto-1:2:3:4-tetrahydrophenanthrenes and 2-keto-1:2:3:4:9:10:11:12-octahydrophenanthrenes is required and one route would be to follow the method of Part III (J., 1935, 1288), replacing the dihydroresorcinol moiety of the molecule by cyclohexane-1:4-dione. Attempts to introduce one β-arylethyl group into succinosuccinic ester were fruitless and therefore the substance (I) named in the title has been synthesised in the hope that it may prove more amenable to substitution processes. (Chemical Equation Presented) Condensation of methyl β-keto-α-methyladipate with δ-diethylaminobutan-β-one methiodide under the influence of sodium methoxide in pyridine solution afforded the ester (II) in small yield, but under slightly different conditions the product corresponded in composition to the acid (III).