Synthesis of tertiary N,N-dimethylbenzylamine via reductive amination of benzaldehyde with N,N-dimethylformamide over SnO2 catalyst

IF 3.9 2区化学 Q2 CHEMISTRY, PHYSICAL

Molecular Catalysis Pub Date : 2025-05-16 DOI:10.1016/j.mcat.2025.115211

Nobutaka Yamanaka, Koji Nishi, Kenji Yasunaga, Hiroshi Yamada

引用次数: 0

Abstract

Tertiary amines, including N,N-dimethylbenzylamine (DMBA), are ubiquitous and valuable compounds in synthetic chemistry. DMBA is synthesized via the reductive amination of benzaldehyde (BA) with N,N-dimethylformamide as a secondary amine source, reductant, and solvent over Lewis acid catalysts. In this work, various metal oxides were applied for the reductive amination as heterogeneous Lewis acid catalysts. SnO₂ was found to be the most effective Lewis acid catalyst, and under optimized reaction conditions, DMBA was synthesized in an excellent yield of 91.7 % at a BA conversion of 98.6 % (N₂ pressure, 0.4 MPa; reaction temperature, 443 K; reaction time, 6 h). The most effective metal oxide catalyst was reusable at least three times for reductive amination without significant loss of its catalytic performance.

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二氧化锡催化苯甲醛与N，N-二甲基甲酰胺还原胺化合成叔氮，N-二甲基苄胺

叔胺，包括N，N-二甲基苄胺（DMBA），是合成化学中普遍存在的有价值的化合物。以N，N-二甲基甲酰胺为仲胺源、还原剂和溶剂，在Lewis酸催化剂上对苯甲醛（BA）进行还原胺化反应合成DMBA。本研究将多种金属氧化物作为非均相路易斯酸催化剂应用于还原胺化反应。结果表明，SnO2是最有效的Lewis酸催化剂，在优化的反应条件下，在BA转化率为98.6% (N2压力，0.4 MPa；反应温度：443 K；反应时间，6 h)。最有效的金属氧化物催化剂可重复使用至少三次还原胺化而不显著损失其催化性能。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Molecular Catalysis Chemical Engineering-Process Chemistry and Technology

CiteScore

6.90

自引率

10.90%

发文量

700

审稿时长

40 days

期刊介绍： Molecular Catalysis publishes full papers that are original, rigorous, and scholarly contributions examining the molecular and atomic aspects of catalytic activation and reaction mechanisms. The fields covered are: Heterogeneous catalysis including immobilized molecular catalysts Homogeneous catalysis including organocatalysis, organometallic catalysis and biocatalysis Photo- and electrochemistry Theoretical aspects of catalysis analyzed by computational methods