Issue 7, 2007

The synthesis of o-cyclohexylphenol in supercritical carbon dioxide: towards a continuous two-step reaction

Abstract

The use of supercritical carbon dioxide, scCO2, as an environmentally friendly reaction medium for the continuous synthesis of the fine chemical o-cyclohexylphenol has been investigated. The alkylation of phenol was carried out using a solid acid catalyst, γ-Al2O3, using both cyclohexene and cyclohexanol as alkylating agents. Though cheaper, cyclohexanol gave poorer results because of the water formed in the reaction inhibiting the catalyst performance. The possibility of performing the reaction as a two-step process was then investigated. The dehydration of cyclohexanol over the same catalyst was found to be quantitative. Clearly, the water by-product must be eliminated before the alkylation step and, although this was found to be difficult to achieve on a small scale, the process looks promising as a two-step reaction.

Graphical abstract: The synthesis of o-cyclohexylphenol in supercritical carbon dioxide: towards a continuous two-step reaction

Article information

Article type
Paper
Submitted
02 Jan 2007
Accepted
28 Feb 2007
First published
20 Mar 2007

Green Chem., 2007,9, 797-801

The synthesis of o-cyclohexylphenol in supercritical carbon dioxide: towards a continuous two-step reaction

R. Amandi, K. Scovell, P. Licence, T. J. Lotz and M. Poliakoff, Green Chem., 2007, 9, 797 DOI: 10.1039/B618727G

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