Homoveratrylamine → N-[2-(3,4-dimethoxyphenyl)ethyl]-2-hydroxy-2-(2-methoxyphenyl)ethylamine

Participants

Reaction Steps

A mixture of 33,5 g. (0.185 mol) of 3,4-dimethoxyphenylethylamine and 28 g. of o-methoxystyrene oxide is heated with stirring under argon on a steam bath overnight. A sample is chromatographed to obtain a pure sample of the product. This pure seed and 200 ml. of 2:1 ethyl acetatepetroleum ether are added to the reaction mixture. Chilling and stirring yields the product N-[2-(3,4-dimethoxyphenyl)ethyl]-2-hydroxy-2-(2-methoxyphenyl)ethylamine. m.p. 88° C.

Provenance & Evidence