The reaction of 1-acetamidoadamantane with sodium hydroxide in ethylene glycol gives 2-(1-adamantylamino)ethanol, and 1-acetamido-4-phenylbicyclo[2,2,2]octane reacts in an analogous way, whereas the reactions with sodium hydroxide in diethylene glycol give the corresponding amines.
N. B. Chapman and K. J. Toyne, J. Chem. Soc., Chem. Commun., 1972, 188 DOI: 10.1039/C39720000188
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