Summary
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1.
The condensations of 1,2,5-trimethyl-4-piperidone and of 1-acetyl-2,5-dimethyl-4-piperidone with diethyl carbonate, with diethyl oxalate, and with ethyl formale have been investigated.
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2.
It has been shown that in these condensations, 1,2,5-trimethyl-4-piperldone is reduced by the sodium or sodium ethoxide present to 1,2,5-trimethyl-4-piperidinol, whereas 1-acetyl-2,5-dime thyl-4-piperidone gives the normal condensation products in 60–70% yield.
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Nazarov, I.N., Sokolov, D.V. & Litvinenko, G.S. Heterocyclic compounds Communication XXX. Condensation of 4-piperidones with formic, oxalic, carbonic, and chloroformic esters. Synthesis of cocaine analogs. Russ Chem Bull 3, 77–87 (1954). https://doi.org/10.1007/BF01195427
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DOI: https://doi.org/10.1007/BF01195427