Issue 6, 2014

Titania-catalysed oxidative dehydrogenation of ethyl lactate: effective yet selective free-radical oxidation

Abstract

We research here the catalytic oxidative dehydrogenation of ethyl lactate, as an alternative route to ethyl pyruvate. Testing various solid catalysts (Fe2O3, TiO2, V2O5/MgO–Al2O3, ZrO2, CeO2 and ZnO), we find that simple and inexpensive TiO2 efficiently catalyses this reaction under mild conditions. Furthermore, molecular oxygen was used as the terminal oxidant. Importantly, this reaction runs well also using inexpensive commercial solvent mixtures. Both the desired reaction and the by-products formation follow a free-radical mechanism. Remarkably, adding activated carbon, a solid radical scavenger, hardly affects the catalytic activity, but enhances the product selectivity. This is because this solid radical scavenger hampers the formation of undesired products in solution, without suppressing the oxidation at the catalyst surface.

Graphical abstract: Titania-catalysed oxidative dehydrogenation of ethyl lactate: effective yet selective free-radical oxidation

Supplementary files

Article information

Article type
Paper
Submitted
04 Feb 2014
Accepted
22 Apr 2014
First published
15 May 2014
This article is Open Access
Creative Commons BY license

Green Chem., 2014,16, 3358-3363

Author version available

Titania-catalysed oxidative dehydrogenation of ethyl lactate: effective yet selective free-radical oxidation

E. V. Ramos-Fernandez, N. J. Geels, N. R. Shiju and G. Rothenberg, Green Chem., 2014, 16, 3358 DOI: 10.1039/C4GC00191E

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements