Transformation of 5-methoxy-1-tetralone into 8-methoxy-1-tetralone

…, WJ Vera, EV Cabrera, ER Kariney

Index: Banerjee, Ajoy K.; Bedoya, Liadis; Adherian, Maria E.; Vera, William J.; Cabrera, Elvia V.; Kariney, Elidig R. Journal of Chemical Research, 2010 , # 9 p. 522 - 524

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Abstract

The transformation of 1-hydroxy-5-methoxtetralin into 4-hydroxy-8-methoxy-1-tetralone was accomplished in three steps (benzoylation, oxidation and alkaline hydrolysis). Treatment of the corresponding ketotosylate with sodium iodide and zinc dust in dimethoxyethane yielded the 8-methoxy-1-tetralone in 22% yield. The ketotosylate also underwent detosylation with sodium cyanoborohydride but afforded tetraol in 45% yield which on oxidation was ...

~21%

A simple synthesis of 8-methoxy-1-tetralone

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Synthesis of substituted 1-tetralones

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