Cesium carbonate → HCID 66680479, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 2-(5-bromo-2-ethylphenyl)-5,5-dimethylcyclohexane-1,3-dione (0.236 g, 0.73 mmol), cesium carbonate (0.477 g, 1.46 mmol), 4-chloro-3-fluorophenol (0.535 g, 3.65 mmol), copper (II) trifluoromethanesulfonate (0.012 g, 0.04 mmol) and powdered 3 Å molecular sieves (0.300 g) is added anhydrous toluene (4 ml). After purging with nitrogen the reaction mixture is heated at 170° C. for 1 hour under microwave irradiation, then allowed to cool to room temperature. After quenching with 2M aqueous hydrochloric acid the crude product is extracted into dichloromethane (×2) and the phases are separated. Organic solvents are removed in vacuo and the crude product is purified by preparative reverse-phase HPLC to afford 2-[5-(4-chloro-3-fluorophenoxy)-2-ethylphenyl]-5,5-dimethylcyclohexane-1,3-dione as a white solid.

Provenance & Evidence