Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
A Synthesis of Eudalene
Kazuo ADACHIJuichi TANAKA
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1971 Volume 29 Issue 12 Pages 1147-1149

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Abstract
Eudalene was synthesized from bromobenzene as follows. 3- (p-bromobenzoyl) propionic acid (1) obtained by succinoylation of bromobenzene was converted to 7-bromo-1, 2, 3, 4-tetrahydronaphthalen-1-one (3) through 4- (p-bromophenyl) butyric acid (2). 7-Bromo-1-methyl-3, 4-dihydronaphthalene (5) obtained from (3) was dehydrogenated to give 7-bromo-1-methylnaphthalene (6) with sulfur. Eudalene (7) was obtained by the reaction of Grignard reagent from (6) with acetone, followed by reduction with hydrogen iodide.
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© The Society of Syhthetic Organic Chemistry, Japan
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