Studies on Ketene and its Derivatives. X. Reaction of Diketene with Schiff Base

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The adduct obtained from the reaction of diketene with the Schiff base, N-benzylidene-tert-butylamine, is not a heterocyclic compound, 1-tert-butyl-2-phenyl-4, 6-piperidinedione (II), as proposed by Oda, et al., but N-tert-butyl-2-benzylideneacetoacetamide (IIIb). Similarly, the reaction of diketene with N-benzylideneaniline afforded 2-benzyli-deneacetoacetanilide (IIIa). The evidence for this structure assignment is described.

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