イソヒノリン誘導体の合成研究 (第14報)

アミノイソヒノリン誘導体の合成研究 (その3) 1-Phenyl-3,4-dihydro-4-(4´-dimethylaminophenyl)-6,7-dimethoxyisoquinolineの合成

抄録

Decarboxylation of α-benzamido-3, 4-dimethoxycinnamic acid in quinoline gives β-benzamido-(3, 4-dimethoxy)-styrene, while the same reaction carried out in dimethylaniline as a solvent yields azulactone of α-benzamido-3, 4-dimethoxycinnamic acid, because the hydrogen in the para position of dimethylaniline is very active, an yellow substance which is a compound possessing another molecule of dimethylaniline in the α-position of the former, a small amount of β-benzamido-(3, 4-dimethoxy)-styrene, and a colorless compound of N-benzoyl-α-(4′-dimethylaminophenyl)-3, 4-dimethoxyphenylethylamine. Cyclization of the last compound with phosphorus oxychloride yielded 1-phenyl-3, 4-dihydro-4-(4′-dimethylaminophenyl)-6, 7-dimethoxyisoquinoline.