Carbon Dioxide → HCID 57719474, compound

Participants

Reaction Steps

20 mg of Ethyl 3-[3-(ammoniomethyl)phenyl]-2-isopropoxypropanoate chloride was dissolved in 0.5 ml of N,N-dimethylformamide which was saturated in advance with carbon dioxide by adding dry ice, and 150 mg of cesium carbonate and 200 mg of tetrabutylammonium iodide were added, and the mixture was stirred at room temperature for 30 minutes. 40 mg of 3-trifluoromethylbenzyl bromide was added, and stirring was continued at room temperature for 3 hours. To the reaction mixture was added ethyl acetate, and the mixture was washed with water. The solvent was concentrated, and the residue was treated with 0.4 ml of ethanol and 0.1 ml of 5N-sodium hydroxide, and the mixture was kept still at room temperature for 30 minutes. The solution was neutralized with 1N-hydrochloric acid, and extracted with ethyl acetate. The solvent was distilled off, and the residue was purified by reverse-phase high performance liquid chromatography, to give 1.09 mg of the title compound.

Provenance & Evidence