Triethylamine → N-[cis-2-(4-chlorophenyl)cyclobutyl]-2-(trifluoromethyl)benzamide

Participants

Reaction Steps

To a solution of 2-(4-chlorophenyl)cyclobutanamine (105 mg, 0.55 mmol) and triethylamine (140 mg 2.5 eq.) in THF was added 2-trifluoromethyl-benzoylchloride (127.46 mg, 1.1 eq.) at 0° C. The RM was stirred at rt for 2 h. Et3N.HCl was filtered off and the THF was evaporated. The residue—mixture of two isomers cis and trans (2:1) was purified and separated with chromatography on silica gel, eluent i-Hx:diethylether 1:1, (KMnO4 stain). N-[cis-2-(4-chlorophenyl)cyclobutyl]-2-(trifluoromethyl)benzamide (cis) (33 mg, m.p. 147-9° C.) and its trans isomer (17 mg, m.p. 117-9° C.) were isolated as crystalline products.

Provenance & Evidence