Selective Synthesis of N,N‐Bis(3‐dimethylaminopropyl)amine over Pd/γ‐Al2O3

Bulletin of the Korean Chemical Society

Bowei Wang¹  Chenhui Lin² 

[1] Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) Tianjin 300072 China;School of Chemical Engineering and Technology Tianjin University Tianjin 300350 China

关键词: Nitrile hydrogenation;    Secondary amine;    Wetness impregnation;    Retro‐;    Michael reaction;   

DOI  :  10.1002/bkcs.11401

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

The synthesis of N,N‐bis(3‐dimethylaminopropyl)amine (BPA) from 3‐(dimethylamino)‐propionitrile (PN) and 3‐(N,N‐dimethylamino)propylamine (PA) over Pd/γ‐Al2O3 in autoclaves was investigated. A series of Pd catalysts were prepared by different methods and characterized by XRD, TEM, and N2 adsorption–desorption. It was found that their activities were obviously affected by calcination temperature and reducing agent. Among them, the catalyst calcined at 500 °C and reduced with NaBH4 exhibited the best performance in this reaction. It was possibly attributed to the better dispersion of palladium particles on γ‐Al2O3. Furthermore, reaction parameters were also optimized. Under optimal conditions (PN/PA molar radio 1:1, toluene as solvent), BPA was obtained in 87.9% yield with 95.6% conversion over the above catalyst. Meanwhile, split of PN was observed. A probable mechanism of retro‐Michael reaction was also proposed.

【 授权许可】

Unknown