THE ALKALOIDS OF LYCOPODIUM SPECIES: XII. RELATIONSHIP BETWEEN SOME OF THE MINOR ALKALOIDS AND LYCOPODINE

Abstract
Reduction of the carbonyl group of lycopodine with lithium aluminum hydride gives rise to dihydrolycopodine which contains a secondary alcoholic group. The new base can be dehydrated to form anhydrodihydrolycopodine and this is identical with alkaloid L14(C16H25N). Acetylation of dihydrolycopodine produces O-acetyldihydrolycopodine which is identical with alkaloid L2(C18H29O2N). On distillation at atmospheric pressure alkaloid L2 is pyrolyzed and gives rise to 7-methylquinoline. Alkaloids L8 and L30 which had been reported previously as different have now been found to be identical.

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