Continuous Flow Aerobic Alcohol Oxidation Reactions Using a Heterogeneous Ru(OH)x/Al2O3 Catalyst

详细信息    查看全文

• 作者：David S. Mannel ; Shannon S. Stahl ; Thatcher W. Root
• 刊名：Organic Process Research & Development
• 出版年：2014
• 出版时间：November 21, 2014
• 年：2014
• 卷：18
• 期：11
• 页码：1503-1508
• 全文大小：303K
• ISSN：1520-586X

文摘

Ru(OH)<sub>xsub>/Al<sub>2sub>O<sub>3sub> is among the more versatile catalysts for aerobic alcohol oxidation and dehydrogenation of nitrogen heterocycles. Here, we describe the translation of batch reactions to a continuous-flow method that enables high steady-state conversion and single-pass yields in the oxidation of benzylic alcohols and dehydrogenation of indoline. A dilute source of O<sub>2sub> (8% in N<sub>2sub>) was used to ensure that the reaction mixture, which employs toluene as the solvent, is nonflammable throughout the process. A packed bed reactor was operated isothermally in an up-flow orientation, allowing good liquid鈥搒olid contact. Deactivation of the catalyst during the reaction was modeled empirically, and this model was used to achieve high conversion and yield during extended operation in the aerobic oxidation of 2-thiophene methanol (99+% continuous yield over 72 h).