Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Synthetic Studies on Anthracyclinones. VIII. Synthesis of 4-Bromo-6-ethyl-1-naphthol
ZENICHI HORIISHIRO YAMAMURAHIDEO HAKUSUITAKAKO NISHIKADOTAKEFUMI MOMOSE
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1968 Volume 16 Issue 12 Pages 2456-2462

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Abstract
A convenient synthesis of 6-ethyl-1-naphthol (I) and its conversion into 4-bromo-6-ethyl-1-naphthol (VI) are described. Chromium trioxide oxidation of 6-ethyltetralin gave predominantly 6-ethyl-1-tetralone (IX), which was dehydrogenated with palladized charcoal to I. Bromination of I afforded VI, a starting material in the synthesis of bisanhydrodaunomycinone (V). Structuers of VI and IX were confirmed by alternative syntheses as shown in Chart 3.
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© The Pharmaceutical Society of Japan
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