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Synthesis of 3,5-Bis(hydroxymethyl)adamantan-1-ols and 3,5-Bis(nitrooxymethyl)adamantan-1-yl Nitrates
Russian Journal of Organic Chemistry ( IF 0.8 ) Pub Date : 2020-10-19 , DOI: 10.1134/s1070428020090109
E. A. Ivleva , A. I. Kazakova , Yu. N. Klimochkin

Abstract

A convenient method has been developed for the synthesis of 3,5-bis(hydroxymethyl)adamantan-1-ols via successive nitroxylation of 1,3-bis(acetoxymethyl)adamantanes with fuming nitric acid, alkaline hydrolysis of intermediate 3,5-bis(acetoxymethyl)adamantane-1-yl nitrates, and reaction of the resulting 3,5-bis(hydroxymethyl)adamantan-1-yl nitrates with hydrazine hydrate. 3,5-Bis(hydroxymethyl)adamantan-1-ols have been converted to the corresponding trinitrates by treatment with fuming nitric acids in acetic anhydride.



中文翻译:

3,5-双(羟甲基)金刚烷-1-醇和3,5-双(硝基氧甲基)金刚烷-1-基硝酸酯的合成

摘要

已开发出一种方便的方法,用于通过将1,3-双(乙酰氧基甲基)金刚烷与发烟硝酸连续硝化,碱性水解中间体3,5-bis来合成3,5-双(羟甲基)金刚烷-1-醇(乙酰氧基甲基)金刚烷-1-基硝酸盐,以及所得的3,5-双(羟甲基)金刚烷-1-基硝酸盐与水合肼的反应。通过在乙酸酐中使用发烟硝酸处理3,5-双(羟甲基)金刚烷-1-醇,已将其转化为相应的三硝酸盐。

更新日期:2020-10-19
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