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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 41, 2011 - Issue 19
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Original Articles

Deoxygenation of Aromatic Ketones Using Transfer Hydrogenolysis with Raney Nickel in 2-Propanol

Daniel R. Zuidema Department of Chemistry, Covenant College, Lookout Mountain, Georgia, USACorrespondence[email protected]
,
Sarah L. Williams Department of Chemistry, Covenant College, Lookout Mountain, Georgia, USA
,
Katherine J. Wert Department of Chemistry, Covenant College, Lookout Mountain, Georgia, USA
,
Karin J. Bosma Department of Chemistry, Covenant College, Lookout Mountain, Georgia, USA
,
Abigail L. Smith Department of Chemistry, Covenant College, Lookout Mountain, Georgia, USA
&
Robert C. Mebane Department of Chemistry, University of Tennessee at Chattanooga, Chattanooga, Tennessee, USA
Pages 2927-2931 | Received 01 Jun 2010, Published online: 29 Jun 2011
 
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Abstract

Aryl ketones are readily deoxygenated to their corresponding aryl alkanes upon treatment with Raney nickel catalyst in boiling 2-propanol.

ACKNOWLEDGMENTS

The authors gratefully acknowledge financial support from the Covenant College Kaleo Center. In addition, we are indebted to the W. R. Grace Company, Chattanooga, for the generous donation of Raney nickel catalyst.

Notes

a Analysis of the product revealed that 4-ethylphenol was formed in 17% yield.

b No isolated yield was determined because of the volatility of the product; gas chromatography indicated complete conversion to deoxygenated product.

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