3,4-Dimethoxy-NN-dimethylphenethylamine N-oxide reacts with iron(II) ion to give the corresponding tertiary amine, the demethylated secondary amine, and 1,2,3,4-tetrahydro-6,7-dimethoxy-2-methylisoquinoline in relative amounts which depend, in a way which has been rationalised, upon the reaction temperature and time, the presence of a base, and the concentration of iron(II).
J. R. L. Smith, R. O. C. Norman and A. G. Rowley, J. Chem. Soc. D, 1970, 1238 DOI: 10.1039/C29700001238
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