Hydroamination of a,b-unsaturated compounds with less reactive aromatic amines was investigated over Na-Y zeolite. Aniline gave the 99% conversion at 100°C for 5 h over Na-Y zeolite, resulting in the formation of N-[2-(methoxycarbonyl)ethyl]aniline with excellent monoselectivity. However, aromatic amines having an electronwithdrawing functional group gave moderate conversions. The reactions using recovered catalyst also occurred without significant decrease in the catalytic activity during four recycles. The regeneration of used Na-Y zeolite can be performed by the calcination. Solid-state 13 C MAS NMR measurement revealed that methyl acrylate was effectively activated by Na-Y zeolite.
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