@MISC{64[contributionfrom, author = {}, title = {[CONTRIBUTION FROM BATTELLE MEMORIAL INSTITUTE AND}, year = {1964} }
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Abstract
In a further investigation into the preparation of 0-phenethylamine derivatives related to mescaline, 3,4,5-(CHsO)~CeH&H&HzNHz, we have synthesized all of the possible ring-substituted tetra- and penta-methoxy-p-phenethylamines. Our previous communication (1) was concerned with the synthesis of a number of 2,4, 6-trialkoxy analogs of mescaline. AU of these compounds were prepared in order to study their possible effect on the respiratory enzyme activity of brain homogenates; several of these new B-phenethylamhe derivatives have already been investigated physiologically, and their activities have been com-pared with both mescaline and lysergic acid diethylamide (2). All of the tetramethoxy-8-phenethylamines and pentamethoxy-p-phenethyla-mine were synthesized from the corresponding polymethoxybenzenes through the routes and the intermediates which are shown in Chart I. Both ll2,3,5-tetra-methoxybenzene (I) and pentamethoxybenzenk (IX) were prepared by the elegant methods which have been described by Baker (3). Modifications in Baker's procedure (4) were developed for the preparation of 1, 2,3, 4-tetra-