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使用简化填充床微反应器将醇氧化为醛和酮的两相氧化。

A biphasic oxidation of alcohols to aldehydes and ketones using a simplified packed-bed microreactor.

机构信息

Department of Chemistry and Chemical Biology, Cornell University, Ithaca, NY, 14853 USA.

出版信息

Beilstein J Org Chem. 2009 Apr 29;5:17. doi: 10.3762/bjoc.5.17.

Abstract

We demonstrate the preparation and characterization of a simplified packed-bed microreactor using an immobilized TEMPO catalyst shown to oxidize primary and secondary alcohols via the biphasic Anelli-Montanari protocol. Oxidations occurred in high yields with great stability over time. We observed that plugs of aqueous oxidant and organic alcohol entered the reactor as plugs but merged into an emulsion on the packed-bed. The emulsion coalesced into larger plugs upon exiting the reactor, leaving the organic product separate from the aqueous by-products. Furthermore, the microreactor oxidized a wide range of alcohols and remained active in excess of 100 trials without showing any loss of catalytic activity.

摘要

我们展示了一种简化的填充床微反应器的制备和表征,该反应器使用固定化 TEMPO 催化剂,通过两相 Anelli-Montanari 协议氧化伯醇和仲醇。氧化反应具有很高的产率和长时间的高稳定性。我们观察到水相氧化剂和有机醇的塞子以塞子的形式进入反应器,但在填充床中合并成乳液。乳液在离开反应器时聚结成更大的塞子,使有机产物与水相副产物分离。此外,该微反应器可以氧化广泛的醇类,并且在超过 100 次试验中仍然保持活性,没有表现出任何催化活性的损失。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/56ae/2686313/893a10df3e81/Beilstein_J_Org_Chem-05-17-g005.jpg

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4
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5
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Org Biomol Chem. 2007 Mar 7;5(5):733-40. doi: 10.1039/b615072a. Epub 2006 Dec 18.
6
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Org Biomol Chem. 2007 Mar 7;5(5):727-32. doi: 10.1039/b617327f. Epub 2007 Jan 30.
7
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10
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