Facile Biphasic Deprotection of Aldehyde Dimethylhydrazones with Aqueous Hydrochloric Acid

Richard J. Petroski

doi:10.2174/157017807781467551

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

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Letters in Organic Chemistry

Title: Facile Biphasic Deprotection of Aldehyde Dimethylhydrazones with Aqueous Hydrochloric Acid

Volume: 4 Issue: 6

Author(s): Richard J. Petroski

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Keywords: Aldehyde dimethylhydrazone, deprotection, biphasic, hydrochloric acid

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%.

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Richard J. Petroski , Facile Biphasic Deprotection of Aldehyde Dimethylhydrazones with Aqueous Hydrochloric Acid, Letters in Organic Chemistry 2007; 4 (6) . https://dx.doi.org/10.2174/157017807781467551