Facile Biphasic Deprotection of Aldehyde Dimethylhydrazones with Aqueous Hydrochloric Acid

Author: Richard J. Petroski,

Source: Letters in Organic Chemistry, Volume 4, Number 6, September 2007 , pp. 452-455(4)

Publisher: Bentham Science Publishers

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Abstract:

Deprotection of aldehyde dimethylhydrazones was accomplished by stirring a biphasic mixture of the aldehyde dimethylhydrazone, 1M hydrochloric acid, and petroleum ether at room temperature for three to seven hours. The method works with α,β-unsaturated- and diene-aldehyde dimethylhydrazones, which are often difficult compounds to deprotect. Isolated yields ranged from 85% to 97%.

Keywords: Aldehyde dimethylhydrazone; deprotection; biphasic; hydrochloric acid

Document Type: Research article

DOI: http://dx.doi.org/10.2174/157017807781467551

Publication date: 2007-09-01

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