Collect. Czech. Chem. Commun. 1980, 45, 2670-2674

Synthesis, separation, and identification of 4-bromoadamantan-2-one stereoisomers

Luděk Vodička, Jan Tříska and Milan Hájek

Laboratory of Synthetic Fuels, Prague Institute of Chemical Technology, 166 28 Prague 6


A one-step synthesis of mixture of stereoisomers of 4-bromoadamantan-2-one based on the reaction of adamantan-2-one with hydroxylamine hydrochloride in hydrobromic acid is described. The pure stereoisomers were isolated by elution chromatography on silica gel, and their NMR spectra with the Eu(FOD)3 shift reagent, mass spectra, IR spectra, and dipole moments were measured.