Ethanol → HCID 14627794, compound

Participants

Reaction Steps

A solution of 4-[N,N-bis-(3-chlorobenzyl)amino]butyronitrile (8.59 g; 0.026 mol), NaOH (10 g; 0.25 mol) and ethanol (125 ml) was stirred and heated to reflux for 18 hours. After cooling the solvent was evaporated in vacuo and the solid residue taken up in water (75 ml). After further cooling in ice, conc. HCl was added until the mixture was strongly acid (ca. 25 ml required). The initially precipitated oil hardened to a solid, which was collected by filtration and recrystallised from dimethylformamide-ether and then from 10% v/v water-isopropanol followed by dilution with ether. After drying at 45° C./1 mm the hydrochloride hemihydrate salt of the title compound was obtained (5.60 g). m.p. 170°-173° (dec.; softens above 166°).

Provenance & Evidence