A hydrazine-free Wolff–Kishner reaction suitable for an undergraduate laboratory
Cranwell, P. B.
It is advisable to refer to the publisher's version if you intend to cite from this work. See Guidance on citing. To link to this item DOI: 10.1021/acs.jchemed.5b00954 Abstract/SummaryA 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 hours).
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