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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 3, 1973 - Issue 2
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Original Articles

Selectivity in the Chromic Acid Oxidation of tert-Butyltetralins

W. P. Duncan Department of Chemistry, Oklahoma State University, Stillwater, Oklahoma, 74074, U.S.A.
,
J. W. Burnham Department of Chemistry, Oklahoma State University, Stillwater, Oklahoma, 74074, U.S.A.
,
E. J. Eisenbraun Department of Chemistry, Oklahoma State University, Stillwater, Oklahoma, 74074, U.S.A.
,
M. C. Hamming Research and Development Department, Continental Oil Company, Ponca City, Oklahoma, 74601, U.S.A.
&
G. W. Keen Research and Development Department, Continental Oil Company, Ponca City, Oklahoma, 74601, U.S.A.
Pages 89-93 | Received 30 Nov 1972, Published online: 06 Dec 2006
 
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Abstract

The chromic acid oxidation of 2-tert-butyl-1,2,3,4-tetrahydronaphthalene (1)1 was carried out to provide 1-tetralones 2 and 3 for hydrogenolysis studies.2 We noted the ratio of 2 to 3 as 5.8:1.0, which prompted the preparation of 4 and 7 and their oxidation. The oxidation of 4 yielded 5:6 (3:1).

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