The interaction of 1,2; 2,6- and 2,7-dihydroxynaphthalenes with 1-adamantanol in trifluoroacetic acid leads to formation mono- and diadamantyl derivatives. Increasing of reaction yield in case of interaction of 1-adamantanol with 2,6- and 2,7- dihydroxynaphthalens in presence of 1-bromoadamantane was shown.