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Abstract
Ferric chloride oxidative coupling of 1, 2, 3, 4-tetrahydro-7-hydroxy-1-(2-hydroxybenzyl)-6-methoxyisoquinoline (IIb) afforded two dimeric benzylisoquinolines, III in 1.6% yield and V in 1.1% yield, respectively. Eschweiler-Clarke reaction of III gave the corresponding N-methyl derivative (IV), which was identified with authentic sample. Ferricyanide oxidative coupling of 1, 2, 3, 4-tetrahydro-7-hydroxy-1-(3-hydroxybenzyl)-6-methoxy-2-methylisoquinoline (IId) also gave the dimeric benzylisoquinoline (VI) in 0.4% yield, which was characterized by microanalysis and spectral data.
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