Collect. Czech. Chem. Commun. 1985, 50, 2275-2283

Hydroboration of 1,4-diallylpiperazine

Stanislav Kafka and Miloslav Ferles

Department of Organic Chemistry, Prague Institute of Chemical Technology, 166 28 Prague 6


Hydroboration of 1,4-diallylpiperazine (I) with triethylamine-borane afforded 5,8-diaza-1,9-diboradispiro[4,2,4,2]tetradecane (II). 1,4-Diallylpiperazine dihydrochloride reacted with sodium borohydride to give 1,4-diallylpiperazine-diborane (V). Ethanolysis of II furnished 1,4-bis(3-diethoxyborylpropyl)piperazine (IV). The products of hydroboration of I were subjected to hydrolysis with hydrochloric acid and subsequent oxidation with alkaline hydrogen peroxide and the obtained mixtures were analysed by gas-liquid chromatography and mass spectrometry.