Dimethylformamide dimethyl acetal → (3E)-3-[(Dimethylamino)methylene]-1-(4-methoxydibenzo[b,d]furan-1-yl)-4-oxocyclohexanecarbonitrile

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Reaction Steps

A solution of the compound obtained in example 2 (200 mg, 0.626 mmol), dimethylformamide dimethylacetal (447 mg, 3.76 mmol) and a catalytic amount of tetraethyl amine in benzene (15 ml) were distilled over a period of 3 hrs to about one half the original volume. Benzene (15 ml) was added to the reaction mixture and the distillation was continued. The process was repeated until the reaction showed absence of the ketone starting material. After all starting material was consumed, the solvent was completely evaporated under vacuum and residue was purified by column chromatography to give 174 mg (74.5% yields) of an off-yellow solid product. Melting point (MP)-decomposes at 300° C.

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