胡桃木酮合成5-羟基-3-甲氧基-1,4-萘醌和8-羟基-4-甲氧基-1,2-萘醌。

ISRN Organic Chemistry Pub Date : 2012-09-23 eCollection Date: 2012-01-01 DOI:10.5402/2012/274980
Bastian Blauenburg, Mikko Metsä-Ketelä, Karel D Klika
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引用次数: 4

摘要

用乙酸酐和硫酸处理5-羟基-1,4-萘醌(核桃酮),再用甲醇盐酸处理,得到的产物为5-羟基-3-甲氧基-1,4-萘醌(3-甲氧基核桃酮)和8-羟基-4-甲氧基-1,2-萘醌,而不是预期的产物2,5-二羟基-1,4-萘醌(2-羟基核桃酮)。用核磁共振和离散傅立叶变换的方法对反应和产物的鉴定进行了讨论。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

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Formation of 5-Hydroxy-3-methoxy-1,4-naphthoquinone and 8-Hydroxy-4-methoxy-1,2-naphthoquinone from Juglone.

From the treatment of 5-hydroxy-1,4-naphthoquinone (juglone) with acetic anhydride and H2SO4 followed subsequently by treatment with methanolic HCl, 5-hydroxy-3-methoxy-1,4-naphthoquinone (3-methoxy juglone) and 8-hydroxy-4-methoxy-1,2-naphthoquinone were obtained as products rather than the anticipated product 2,5-dihydroxy-1,4-naphthoquinone (2-hydroxy juglone). The reaction and the identification of the products are discussed in terms of NMR and DFT calculations.

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