A biphasic oxidation of alcohols to aldehydes and ketones using a simplified packed-bed microreactor
Open Access
- 29 April 2009
- journal article
- research article
- Published by Beilstein Institut in Beilstein Journal of Organic Chemistry
- Vol. 5 (1) , 17
- https://doi.org/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.Keywords
This publication has 50 references indexed in Scilit:
- Polymer-supported nitroxyl radical catalysts for the hypochlorite and aerobic oxidation of alcoholsCatalysis Today, 2006
- Recent Uses of Sol−Gel Doped Catalysts in the Fine Chemicals and Pharmaceutical IndustryOrganic Process Research & Development, 2006
- Microgram-Scale Testing of Reaction Conditions in Solution Using Nanoliter Plugs in Microfluidics with Detection by MALDI-MSJournal of the American Chemical Society, 2006
- Role of the Alkyl−Alkoxide Precursor on the Structure and Catalytic Properties of Hybrid Sol−Gel CatalystsChemistry of Materials, 2005
- Technical Production of Aldehydes by Continuous Bleach Oxidation of Alcohols Catalyzed by 4-Hydroxy-TEMPOOrganic Process Research & Development, 2005
- TEMPO-Derived Task-Specific Ionic Liquids for Oxidation of AlcoholsSynlett, 2005
- Green chemistry: synthesis in micro reactorsGreen Chemistry, 2003
- A Stepwise Huisgen Cycloaddition Process: Copper(I)-Catalyzed Regioselective “Ligation” of Azides and Terminal AlkynesAngewandte Chemie International Edition in English, 2002
- TEMPO oxidations with a silica-supported catalystChemical Communications, 1999
- Oxidation of Primary Alcohols over Hydrous Zirconium(IV) OxideBulletin of the Chemical Society of Japan, 1991