2-Acetylbenzoic acid → HCID 54325049, compound

Participants

Reaction Steps

(2R-1-[3,5-Bis(trifluoromethyl)benzoyl)-2-(3,4-dimethylbenzyl)piperazine fumarate (785 mg) was added to a mixture of 2N sodium hydroxide solution (5 ml) and ethyl acetate. The organic layer was separated, washed with brine, dried over magnesium sulfate, and evaporated in vacuo to give (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(3,4-dimethylbenzyl)piperazine. A solution of this piperazine in N,N-dimethylformamide (7 ml) was added to a mixture of 2-acetylbenzoic acid (230 mg), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (295 mg) and 1-hydroxybenzotriazole (208 mg) in N,N-dimethylformamide (3 ml) and the whole was stirred at room temperature overnight. The mixture was poured into a saturated sodium hydrogen carbonate solution (78 ml) and the resulting precipitates were filtered off. The filtrate was evaporate din vacuo to give (2R)-4-(2-acetylbenzoyl)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(3,4-dimethylbenzyl)piperazine (0.45 g) as a powder.

Provenance & Evidence