Cesium carbonate → HCID 58046355, compound

Participants

Reaction Steps

To a solution of 2-ethyl-4-fluorophenol (364 mg, 2.60 mmol) in DMSO (10 mL) was added cesium carbonate (1690 mg, 5.19 mmol) and the mixture stirred at room temperature for 5 minutes. 5-chloro-2,4-difluorobenzoic acid (500 mg, 2.6 mmol) was added and the reaction heated to 110° C. for 18 hours. The reaction was cooled and quenched by the addition of 1N HCl (30 mL) and extracted into ethyl acetate (3×30 mL). The organic layers were combined, washed with brine (30 mL) and concentrated in vacuo before purifying using silica gel column chromatography eluting with ethylacetate:heptane 12:88 to 100:0 to furnish the title compound as a white solid (465 mg, 57%).

Provenance & Evidence