Triethylamine → Naphthalene-1-carboxylic acid 1-(4-bromo-phenyl)-1-ethoxy-methylideneamide

Participants

Reaction Conditions

Reaction Steps

4-Bromobenzene carboximidate (6.0 g, 0.0263 mol) and triethyl amine (3.0 g, 0.0297 mol) is dissolved in toluene (15 ml). It is then cooled to 10° C. 1-naphthoyl chloride (5.0 g, 0.0263 mol) in toluene (10 ml) is added slowly to the reaction mixture over a period of 15 minutes under a nitrogen atmosphere. The reaction mixture is then stirred for 10 hours at 25° C. It is then filtered to remove the triethyl amine hydrochloride salt and the filtrate is concentrated to obtain a yellowish solid, which is washed with hexane (20 ml) and methanol (10 ml) respectively to obtain the pure desired product (Yield=7.5 g (75%)).

Provenance & Evidence