Identification of 4-Ethoxy-2,5-Dimethoxy Amphetamine by an Nmr Shift Reagent Study

ABSTRACTAn NMR shift reagent study was carried out on a 2,4,5-trisubstituted amphetamine (with one ethoxy and two methoxy groups), showing that the ethoxy is in the 4-position. Shift reagent studies were also performed for two model compounds (2,4,5-trimethoxyamphetamine and 4-ethyl-2,5-dimethoxyamphetamine) to illustrate the validity of this approach. For all three amphetamines the magnitude of the lanthanide induced shifts for the aromatic substituents decreased with distance from the nitrogen atom.