Abstract

According to [1], the reaction of 2-(2-aminoethylamino)ethanol (I) with acetylene (150°C, 28 atm) in the presence of potassium hydroxide gives the corresponding vinyl ether II. We performed vinylation of compound I under analogous conditions and found that up to 17% of 2-methyl-1-(2-vinyloxyethyl)imidazolidine (III) is formed together with vinyl ether II (Scheme 1). GLC data, the product contained no more than 3% of of imidazolidine III. The reaction of amino alcohol I with acetylene in the absence of a catalyst was considerably slower. The conversion of compound I was as low as 28% in 16 h, and the only product was 2-methyl-1-(2-hydroxyethyl)imidazolidine (IV). Its yield was 14% calculated on the initial amino alcohol I (Scheme 2). ISSN 1070-4280, Russian Journal of Organic Chemistry, 2007, Vol. 43, No. 12, pp. 1880–1881. © Pleiades Publishing, Ltd., 2007. Original Russian Text © B.F. Kukharev, V.K. Stankevich, N.A. Lobanova, V.V. Stankevich, V.A. Kukhareva, 2007, published in Zhurnal Organicheskoi Khimii, 2007, Vol. 43, No. 12, pp. 1872–1873.

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