Journal of Chemical and Engineering Data p. 223 - 225 (1984)
Update date:2022-07-30
Topics:
Handa, Indra
Bauer, Ludwig
Friedel-Crafts alkylations of fluorobenzene, thioanisole, and thiophene with 3-bromo-1-adamantanecarboxylic acid are reported.Various Lewis acids (AlCl3, FeCl3, ZnCl2, SnCl4) served as effective catalysts for these substitution reactions.The products were 3-aryl-1-adamantanecarboxylic acids.Substitution took place in fluorobenzene and thioanisole at the para position and in thiophene at positions 2 and 3.These acids were reacted with phosphorus pentachloride and then ammonia to form amides which were reduced by lithium aluminum hydride to provide the corresponding3-aryl-1-adamantanemethylamines.
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