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The continuous catalytic debenzylation of 1,4-Dibenzyloxybenzene with H-2 in THF expanded with high pressure CO2

Akien, Geoffrey R. and Legeay, Jean-Christophe and Wells, Andrew and Poliakoff, Martyn (2010) The continuous catalytic debenzylation of 1,4-Dibenzyloxybenzene with H-2 in THF expanded with high pressure CO2. Organic Process Research and Development, 14 (5). pp. 1202-1208. ISSN 1083-6160

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Abstract

The continuous debenzylation of 1,4-dibenzyloxybenzene (1a) with H-2 and supported Pd catalysts has been studied in high-pressure CO2 + tetrahydrofuran. A range of parameters and catalysts have been tested, with one of the most successful results giving 86% conversion and 86% selectivity to the monodebenzylated product, 1,4-(benzyloxy)phenol (2a). In the absence of CO2, the reaction was unselective with no formation of 2a. When complete debenzylation was required, the best catalyst was 5% Pd supported on Deloxan APII, giving quantitative yields of hydroquinone (3), the completely debenzylated product, at temperatures as low as 50 degrees C. This Deloxan-supported catalyst was also substantially active at only 30 degrees C.

Item Type: Article
Journal or Publication Title: Organic Process Research and Development
Uncontrolled Keywords: SUPERCRITICAL CARBON-DIOXIDE ; PALLADIUM CATALYSTS ; HYDROGENATION ; DEHYDROGENATION ; HYDROGENOLYSIS ; CHEMISTRY ; BENZYL
Subjects:
Departments:
ID Code: 72448
Deposited By: ep_importer_pure
Deposited On: 22 Jan 2015 10:14
Refereed?: Yes
Published?: Published
Last Modified: 21 Sep 2017 06:21
Identification Number:
URI: http://eprints.lancs.ac.uk/id/eprint/72448

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