Synthesis of secondary amines via amination of alcohols with benzylamine using the magnetic nano-catalyst Fe3O4@SiO2@CS@EDTA/Cu(II)
Subject Areas : Iranian Journal of Organic Chemistry
Keywords: Amination, Magnetic nanocatalyst, Core-shell nanoparticle, Benzyl amin, Benzyl alcohol,
Abstract :
In this article, the core-shell nanoparticle Fe3O4@SiO2@CS@EDTA/Cu(II) is employed as an environmentally friendly and efficient magnetic catalyst for converting various benzyl alcohols with electron-donating or electronwithdrawing groups into their corresponding amine derivatives with high efficiency. The investigation entailed optimizing reaction conditions, including factors such as the presence of a base, the operation temperature, the reaction duration, and the quantity of catalyst to determine the optimal parameters. The best results were achieved using 0.3 mmol of catalyst per 1 mmol of benzyl alcohol derivatives under reflux conditions for 10h. The reaction proceeds by converting the alcohol into a carbonyl compound, forming an imine between the amine and the generated carbonyl and reducing the imine. The results indicated that electron-donating groups enhanced the reaction rate, while electron-withdrawing groups, such as nitro, reduced the overall yield. Furthermore, this reaction exhibited high efficiency, and due to the straightforward catalyst separation facilitated by an external magnetic field, along with its stability and recyclability, it holds significant relevance in organic chemistry and industrial applications.