Abstract

The phenolic metabolite, 1-(4-hydroxyphenyl)-2-methyl-2-(n-propylamino)propane (1e) was prepared by a Ritter reaction from either 3-(4-methoxyphenyl)-2-methyl-1-propene or 3-(4-methoxyphenyl)-2-methyl-2-propanol and propionitrile. Three other products of the Ritter reaction were isolated and identified by interpretation of their mass spectra. Another phenolic metabolite, 1-(4-hydroxy-3-methoxyphenyl)-2-methyl-2-(n-propylamino)propane (1f) could not be prepared by a Ritter reaction but was obtained from the product of the reaction between 3-(4-benzyloxy-3-methoxyphenyl)-2-methyl-1-propene and iodine isocyanate.

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