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The Partial O‐Demethylation of Aromatic‐Substituted 3,4‐Dihydroisoquinolines
Author(s) -
Brossi A.,
Teitel S.
Publication year - 1970
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19700530726
Subject(s) - chemistry , demethylation , cleavage (geology) , hydrolysis , stereochemistry , organic chemistry , medicinal chemistry , biochemistry , gene expression , geotechnical engineering , fracture (geology) , engineering , dna methylation , gene
A detailed study has shown that all possible aromatic dimethoxy‐substituted 3,4‐dihydroisoquinolines can be partially O‐demethylated by controlled acid hydrolysis. Based on the structure elucidation of the monophenols thus obtained, it was established that preferential cleavage occurs at the 5‐methoxyl with the 5,6‐ and 5,8‐isomers 1 and 3 , respectively, at the 6‐methoxyl with the 6,8‐isomer 4 , at the 7‐methoxyl with the 5,7‐isomer 5 , and at the 8‐methoxyl with the 7,8‐isomer 2 .