Abstract
Monoalkylation of 1,4-dichlorobut-2-ene with prop-2-yn-1-ol under phase-transfer catalysis conditions led to the formation of 1-(prop-2-yn-1-yloxy)-4-chlorobut-2-ene. The latter reacted with dimethylamine to afford N,N-dimethyl-4-(prop-2-yn-1-yloxy)but-2-enyl-1-amine. Its quaternization afforded new ammonium salts containing 4-(prop-2-yn-1-yloxy)but-2-enyl group. Unsaturated tertiary amines formed as a result of Stevens 3,2-rearrangement of quaternary salts.
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Original Russian Text © M.O. Manukyan, A.Kh. Gyulnazaryan, A.V. Babakhanyan, A.A. Shahkhatuni, K.S. Barseghyan, 2018, published in Zhurnal Obshchei Khimii, 2018, Vol. 88, No. 2, pp. 329–332.
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Manukyan, M.O., Gyulnazaryan, A.K., Babakhanyan, A.V. et al. Synthesis of New Unsaturated Amines by The Stevens Rearrangement. Russ J Gen Chem 88, 325–329 (2018). https://doi.org/10.1134/S1070363218020214
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DOI: https://doi.org/10.1134/S1070363218020214