Potassium Phosphate, Tribasic → HCID 67111174, compound

Participants

Reaction Steps

To a solution of tert-butyl-(2-chloro-3-trifluoromethyl-phenoxy)-dimethyl-silane (268 mg, 0.862 mmol), cyclopropyl boronic acid (96 mg, 1.12 mmol), K3PO4 (641 mg, 3.02 mmol), Pcy3 (24.2 mg, 0.086 mmol), and Pd(OAc)2 (9.7 mg, 0.043 mmol) in toluene/water (4 ml/0.2 ml) was stirred 3 hours at 110° C. and was diluted with Et2O. The residue was washed with water and brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure to give the tert-butyl-(2-cyclopropyl-3-trifluoromethyl-phenoxy)-dimethyl-silane. To a suspension of tert-butyl-(2-cyclopropyl-3-trifluoromethyl-phenoxy)-dimethyl-silane in THF (5 mL) was added a solution of 1M-TBAF (1.12 mL, 1.3 eq), and then was stirred for 30 min at room temperature. The residue was diluted with EtOAc and water. The organic layer was washed with saturated ammonium chloride, water and brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The crude residue was purified by column chromatography to give tert-butyl-(2-chloro-3-trifluoromethyl-phenoxy)-dimethyl-silane (53 mg, 30%).

Provenance & Evidence