The Reaction of Ethyl 2-Chloroacetoacetate with 2-(Alkylamino) Alcohols: an Unexpected Formation of the 2-Methyloxazolidine Ring†

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Lubomir Nechev, Alexander Dobrev, Ivailo Ivanov and Tzvetanka Cholakova


Abstract

The reaction of 2-(alkylamino) alcohols and ethyl 2-chloroacetoacetate in the presence of sodium alkoxides proceeds with unexpected formation of 2-hydroxy-2-(2-methyloxazolidin-2-yl)acetic esters instead of the aza analogues of carboxin (5,6-dihydro-1,4-oxazines) as previously reported in the literature.


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