Synthesis of 1-Amino-3-Hydroxy-Adamantane

Abstract

In connection with our studies on adamantane derivatives, we have found it desirable to prepare synthetically useful quantities of 1-amino-3-hydroxy-adamantane. Therefore, we had need of a simple high-yielding route to this compound. Grob and Schwarz¹ developed a route, later modified by Stetter², which involves the acid or basic hydrolysis of methyl N-(3-bromoadamantyl)carbamate. This multistep synthesis required a too long time to be carried out and was not suited to our purpose.