Sodium Carbonate → HCID 117760182, compound

Participants

Reaction Conditions

Reaction Steps

Under an argon atmosphere, to a solution of (((4-bromo-1,3-phenylene)bis(oxy))bis(methylene))dibenzene (21.8 g) in toluene (160 mL) were added 2-fluoro-5-methoxyphenylboronic acid (13.8 g), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (2.23 g), tris(dibenzylideneacetone)dipalladium(0) (1.24 g) and 2.0 M aqueous sodium carbonate solution (81.0 mL), and the mixture was stirred at 80° C. for 14 hr. The reaction mixture was diluted with water, and filtered through celite. The filtrate was extracted with ethyl acetate, and the extract was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (22.1 g) as a pale-yellow oil.

Provenance & Evidence