Nitrogen → HCID 69079990, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-chloro-2-phenoxy-phenol (6.46 g, 29.3 mmol), 3,5-dibromotoluene (21.95 g, 87.8 mmol), cesium carbonate (11.45 g, 35.1 mmol), and 2,2,6,6-tetramethyl-3,5-heptanedione (1.35 g, 7.33 mmol) in 1-methyl-2-pyrrolidinone (65 mL) is purged with N2, and copper (I) chloride (1.45 g, 14.6 mmol) is added. The reaction heated to 120° C. for 20 hours under N2. The reaction is cooled and quenched with 1 N HCl (20 mL). The mixture is then diluted with water and extracted with Et2O. The organic layer is dried (Na2SO4), and the solvent is removed in vacuo to afford crude product that is absorbed on silica gel and purified by flash chromatography using 100% hexanes to afford 7.84 g (69%) of the title compound. Rf=0.49 (9/1 hexanes/ethyl acetate). 1H NMR (400 MHz, CDCl3).

Provenance & Evidence