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An Expeditious Method for the Preparation of 2-Hydroxy-1,4-dioxane and Its Use in Reductive Alkylation of Amines

2009; Thieme Medical Publishers (Germany); Volume: 2010; Issue: 02 Linguagem: Inglês

10.1055/s-0029-1217101

1437-210X

Adrijana Vinter, Amir Avdagić, Vlado Štimac, Ivana Palej, Ana Čikoš, Vitomir Šunjić, Sulejman Alihodžić,

Chemical Synthesis and Analysis

Selective oxidation of diethylene glycol by a ruthenium(VIII) species, obtained in situ from ruthenium(III) chloride-sodium­ periodate in the presence of a catalytic quantity of water, affords a monoaldehyde in the form of the internal acetal 2-hydroxy-1,4-dioxane. This compound was used in reductive alkylations of selected primary and secondary amines, demonstrating its utility in the preparation of target structures with the 2-(2-hydroxyethoxy)ethylamino unit.