Triethylamine → HCID 86691356, compound

Participants

Reaction Steps

A solution of the 4-formylbenzoyl chloride (16.5 g, 0.098 mol) in dry THF (100 ml) was added, over a period of minutes, to a suspension of 1-(2-amino-ethyl)imidazolidin-2-one (12.6 g, 0.098 mol) and Et3N (19.8 g, 0.195 mol) in dry THF (300 ml) at −35° C. During the addition, the temperature of the reaction medium was maintained between −35 and −38° C. The temperature of the reaction medium was then slowly brought back to ambient temperature over a period of 4 hours. The precipitate obtained (mainly the expected product as a mixture with triethylamine hydrochloride Et3N.HCl) was filtered off and washed with THF (twice with 20 ml). The reaction crude was solubilized in an aqueous solution of Na2CO3 (3.4 g, 0.032 mol in 40 ml of water). The expected compound was extracted several times with EtOAc (total volume: 3.5 l).

Provenance & Evidence