4-(1-Aminoethyl)phenol → 1,2-Bis[1-methyl-1-(4-hydroxyphenyl)ethylamino]ethane

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Reaction Steps

Novel α-aminoalkylphenols are produced by the process described hereinabove. Examples of typical α-aminoalkylphenols include 2-amino-2-(4-hydroxyphenyl)-propane, 1-amino-1-(4-hydroxyphenyl)ethane, 1-amino-1-(2-hydroxyphenyl)ethane, 2-amino-2-(2-hydroxyphenyl)-propane, 2-(butylamino)-2-(4-hydroxyphenyl)propane, 2-(2-hydroxyethylamino)-2-(4-hydroxyphenyl)propane, 1-methyl-1-(4-hydroxyphenyl)ethylhydrazine, N,N'-bis[1-methyl-1-(4-hydroxyphenyl)ethyl]hydrazine, and N-[1-methyl-1-(4-hydroxyphenyl)ethyl]hydroxylamine. When polyamines such as 1,2-aminoethane are employed as the amine, bis(α-aminoalkylphenol)s can be produced by employing the proper stoichiometry. For example, 2 moles of 1-(1-methylethenyl)-4-hydroxybenzene can react with 1 mole of 1,2-aminoethane to form 1,2-bis[1-methyl-1-(4-hydroxyphenyl)ethylamino]ethane. Preferred α-aminoalkylphenols are represented generally by the formula: ##STR2## whereom R. Ra, Rb and Rc are as previously defined. Preferably, R, Ra, Rb and Rc are independently H or lower alkyl. Most preferably, Rb is methyl; R, Ra, and Rc are H; and the hydroxy moiety is para to the alkylamino moiety.

Provenance & Evidence