A Hydrazine-Free Wolff–Kishner Reaction Suitable for an Undergraduate Laboratory

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• 作者：Philippa B. Cranwell ; Andrew T. Russell
• 刊名：Journal of Chemical Education
• 出版年：2016
• 出版时间：May 10, 2016
• 年：2016
• 卷：93
• 期：5
• 页码：949-952
• 全文大小：236K
• 年卷期：0
• ISSN：1938-1328

文摘

A Wolff–Kishner reaction that does not require hydrazine has been developed. The reaction sequence has two steps: formation of a carbomethoxyhydrazone from methyl hydrazinocarboxylate and acetophenone, then decomposition of this intermediate by treatment with potassium hydroxide in triethylene glycol. Purification is by filtration through a plug of silica encased in the barrel of a plastic syringe. The reaction sequence can be completed within a day-long laboratory class (8 h).