Sodium hydride → N,N-dimethyl3, 3-di(4-biphenylyl) acrylamide

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Reaction Steps

Di-4-biphenylyl ketone (6.68 g.) was added to a mixture of N,N-Di-methylcarbamoylmethyl phosphonic acid diethyl ester (C.A. 65, 615 g. 1966) (4.46 g.), sodium hydride (60%) (0.8 g.) and benzene (400 ml.). The mixture was boiled under reflux for sixty hours. The benzene layer, decanted and evaporated, gave an oil, from which, by column chromatography on silica gel MFC in benzene and elution by ethyl acetate, was isolated N,N-dimethyl3, 3-di(4-biphenylyl) acrylamide, m.p. 121°C after recrystallisation from light petroleum (b.p. 80°-100°C). This, reduced with lithium aluminium hydride in ether/tetrahydrofuran at -30°C, gave 1,1-di(4-biphenylyl) -3 -dimethylaminoprop-1-ene identical with that described in Example 1 .

Provenance & Evidence