Potassium Carbonate → Methyl 2'-methyl-2-(trifluoromethyl)-[1,1'-biphenyl]-4-carboxylate

Participants

Reaction Steps

A degassed mixture of methyl 4-bromo-3-(trifluoromethyl)benzoate (6.00 g, 21.2 mmol), o-tolylboronic acid (3.17 g, 23.3 mmol), potassium carbonate (14.65 g, 106 mmol), Pd(PPh3)4 (2.45 g, 2.12 mmol) was prepared in toluene (30 mL) and water (30 mL), and then heated at reflux for 3 hours. The reaction mixture was filtered through a pad of Celite and diluted with EtOAc (200 mL). The organic layer was washed with a saturated aqueous solution of NaHCO3 (50 mL), water (50 mL) and brine (50 mL), and then dried (MgSO4). The solvents were removed under reduced pressure affording the title compound as a brown oil (6.4 g, quantitative) used without further purification in the next step. HPLC (Method A), Rt 5.3 min (Purity: 60.0%).

Provenance & Evidence