Ethylenediamine → 4-(2-Aminoethyl)benzonitrile

Participants

Reaction Steps

4-Fluorobenzonitrile is reacted with an excess of ethylenediamine in an aprotic solvent to give 4-(2-aminoethyl)benzonitrile, which is then mono-alkylated with ethyl bromoacetate in a polar solvent such as ethanol or acetonitrile, in the presence of an inorganic base or a tertiary amine. An acylation with chloroacetyl chloride followed by a cyclization and a hydrolysis give the acid (1).

Provenance & Evidence