Collect. Czech. Chem. Commun. 1988, 53, 110-113

Reaction of 1-acetyladamantane with thionyl chloride

Jiří Burkhard, Josef Janků and Luděk Vodička

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


1-Acetyladamantane (I) reacts with thionyl chloride in the presence of pyridine to give 1-(1’-chloroetenyl)adamantane (IV). In the absence of pyridine, the same reaction affords a more complex mixture containing 1-adamantanecarboxylic acid (VI), its ethyl ester (VII), and 1-chloroacetyladamantane (V).