Toluene → Methyl 4'-methyl-5-(methylsulfonyl)biphenyl-3-carboxylate

Participants

Reaction Steps

To a mixture of methyl 3-bromo-5-(methylsulfonyl)benzoate (0.65 g, 2.2 mmol), p-tolylboronic acid (0.332 g, 2.44 mmol), toluene (10 mL), cesium carbonate (0.795 g, 2.44 mmol), and water (1 mL) under argon was added tetrakis(triphenylphosphine)-palladium(0) (128 mg, 0.111 mmol). The mixture was heated under reflux for 15 h. After cooling, the mixture was filtered through Celite and the filter cake was washed with EtOAc. The filtrate was washed with brine, dried (Na2SO4), and concentrated. The residue was purified by silica gel column (0-100% EtOAc/hexane) to yield a white solid. LC-MS: 3.26 min, 305.3 [M+1]+ (weak).

Provenance & Evidence