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Selective Synthesis of N , N ‐Bis(3‐dimethylaminopropyl)amine over Pd/γ‐Al 2 O 3
Author(s) -
Lin Chenhui,
Wang Bowei,
Guo Haotian,
Chen Ligong,
Yan Xilong
Publication year - 2018
Publication title -
bulletin of the korean chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.237
H-Index - 59
ISSN - 1229-5949
DOI - 10.1002/bkcs.11401
Subject(s) - catalysis , propylamine , calcination , propionitrile , yield (engineering) , amine gas treating , chemistry , selectivity , nuclear chemistry , solvent , toluene , isopropylamine , desorption , dispersion (optics) , adsorption , inorganic chemistry , materials science , organic chemistry , acetonitrile , physics , optics , metallurgy
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‐Al 2 O 3 in autoclaves was investigated. A series of Pd catalysts were prepared by different methods and characterized by XRD, TEM, and N 2 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 NaBH 4 exhibited the best performance in this reaction. It was possibly attributed to the better dispersion of palladium particles on γ‐Al 2 O 3 . 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.