1987•Collection of Czechoslovak Chemical CommunicationsRequires access

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

Josef Janků, Jiřı́ Burkhard, L. Vodička

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Abstract

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.

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What this paper is about

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.

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Available abstract

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.

Key concepts: Thionyl chloride, Chemistry, Chloride, Organic chemistry, Medicinal chemistry

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