Transformations of dialkyl (4-hydroxy-2-butynyl)-(3-phenylallyl) ammonium bromides in an KOH aqueous solution or in the presence of powdered KOH

…, EO Chukhadjian, KG Shahkhatuni…

Index: Chukhadjian; Gabrielyan; Shahkhatuni; Panosyan Chemistry of Heterocyclic Compounds, 2011 , vol. 47, # 4 p. 418 - 424

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Abstract

Under the action of a twofold excess of KOH and heating in aqueous solution, and also under the conditions of the Stevens rearrangement (with KOH powder and a small amount of methanol) dialkyl-(4-hydroxy-2-butynyl)(3-phenylallyl) ammonium bromides form dialkyl [4- (1-phenylallyl)-2, 5-dihydro-2-furyl] amines. Rearrangement–cleavage reaction also occurs under the same conditions.

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