Collect. Czech. Chem. Commun. 1987, 52, 752-755

Reaction of 5-oxo-4-oxahomoadamantane with thionyl chloride

Josef Janků, Jiří Burkhard and Luděk Vodička

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


On reaction with thionyl chloride 5-oxo-4-oxahomoadamantane gives rise to a mixture of 4a-chloro- and 4e-chloro-2-adamantanone. The carbonyl group of chloroadamantane further reacts with thionyl chloride under formation of 2,2,4e-trichloroadamantane. In the same way adamantanone reacts with thionyl chloride, giving rise to 2,2-dichloroadamantane.