Abstract

Reference is made to a peculiar compound, accidentally obtained in the reductive animation of benzyl methyl ketone. The product appears to be degraded by mild heating into cis- and trans-1,5-diphenyl-2-methyl-4-oxopentene-1 and cis- and trans-1,5-diphenyl-2-methyl-4-oxopentene-2, (the structures of which were established by low- and high-resolution mass spectrometry and by 1 H NMR spectroscopy). By means of proton exchange experiments and 1 H NMR spectroscopy the structure of the original compound 2,4-dihydroxy-l,5-diphenyl-4-methyl-pentene-l was found. The structure of a further compound, occurring in minor quantities, 3,4-dihydro-2-benzyl-2-methyl-4-oxo-5-phenyl-2H pyrrole, was established by the same spectroscopic methods. A plausible, but in no way substantiated, route to this compound is suggested.

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