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首页> 外文期刊>Kinetics and catalysis >One-Pot Synthesis of Secondary Amines from Nitroarenes and Aldehydes on Supported Copper Catalysts in a Flow Reactor: The Effect of the Support
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One-Pot Synthesis of Secondary Amines from Nitroarenes and Aldehydes on Supported Copper Catalysts in a Flow Reactor: The Effect of the Support

机译：在流动反应器中由硝基拉酮和醛的一锅合成二羟基胺和醛在流动反应器中的仲胺：载体的效果

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摘要

The effect of the support on the properties of copper catalysts supported on -Al2O3, SiO2, and TiO2-SiO2 with a 5 wt % Cu content was studied in the one-pot synthesis of N-heptyl-p-toluidine from p-nitrotoluene and n-heptanal. The catalysts were characterized by elemental analysis, X-ray diffraction analysis, transmission electron microscopy, temperature-programmed reduction, and low-temperature nitrogen adsorption. The reaction was carried out in a flow reactor with the use of molecular hydrogen as a reducing agent. It was established that the nature of the support exerts a profound effect on the yield of the target secondary amine; in this case, 5%Cu/Al2O3 was found the most active catalyst. A combination of high catalyst activity in the hydrogenation of a nitro group to an amino group with the presence of acid sites, which facilitate imine formation as a result of the interaction of n-heptanal with p-toluidine, on the catalyst surface is necessary for reaching the greatest yield of N-heptyl-p-toluidine. The study of reaction mechanism on the 5%Cu/Al2O3 catalyst showed that p-nitrotoluene inhibits the hydrogenation of n-heptanal, and aldehyde hydrogenation into alcohol begins only after the conversion of the major portion of p-nitrotoluene as a result of the selective adsorption of the nitroarene under the conditions of the simultaneous presence of p-nitrotoluene and n-heptanal in the reaction mixture.
机译：研究了来自P-硝基甲苯的N-Heptyl-p-甲苯胺的一罐合成的N-Heptyl-P-甲苯胺，研究了对-A103，SiO 2和TiO 2 -SiO 2负载的铜催化剂的性质的影响。 n-庚烷。通过元素分析，X射线衍射分析，透射电子显微镜，减少温度降低和低温氮吸附来表征催化剂。反应在流动反应器中进行，使用分子氢作为还原剂。建立了支持的性质对目标中胺的产量产生了深远的影响;在这种情况下，发现5％Cu / Al 2O 3最活性催化剂。用酸性位点氢化硝基氢化至氨基的高催化剂活性的组合，其促进亚胺形成作为N-庚烷与对甲苯胺的相互作用，在催化剂表面上是必需的达到最大的N-Heptyl-p-甲苯胺。 5％Cu / Al 2 O 3催化剂上的反应机理的研究表明，P-硝基甲苯抑制正庚醇的氢化，并且仅在选择性的P-硝基甲苯的主要部分转化后醛氢化到醇中。在反应混合物中对硝基甲苯和正庚醛同时存在的条件下硝基甲烯的吸附。

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