Collect. Czech. Chem. Commun. 1985, 50, 454-458

Preparation and polymerization of 3-(2-adamantyl)-3-methyl-2-azetidinone

Jan Hauer and Jan Šebenda

Institute of Macromolecular Chemistry, Czechoslovak Academy of Sciences, 162 06 Prague 6


3-(2-Adamantyl)-3-methyl-2-azetidinone (VI) was prepared, and new compounds, namely, methyl 2-(2-adamantyl) cyanoacetate, methyl-2-(2-adamantyl)-2-cyanopropanoate and methyl-2-(2-adamantyl)-2-methyl-3-aminopropanoate, were prepared in the course of the synthesis as intermediates. The anionic polymerization of lactam VI gave a polymer which was characterized by intrinsic viscosity, solubility, melting temperature and its IR and 1H NMR spectra. Compared with 3-butyl-3-methyl-2-azetidinone, lactam VI polymerizes much more slowly.