Toluene → 7-Chloro-5-(4-methoxy-benzyloxy)-2-(4-trifluoromethoxy-benzyl)-2,3-dihydro-isoindol-1-one

Participants

Reaction Conditions

Reaction Steps

Palladium acetate (0.54 mg, 0.0024 mmol), racemic-2-(di-t-butylphosphino)-1,1′-binaphthyl (1.2 mg, 0.003 mmol), and cesium carbonate (58.6 mg, 0.18 mmol) were added to a vial and the vial was filled with Argon. Toluene (1.5 mL) was added and the vial was degassed with a pump and filled again with Argon. 5-Bromo-7-chloro-2-(4-trifluoromethoxy-benzyl)-2,3-dihydro-isoindol-1-one (50.0 mg, 0.12 mmol) and 4-methoxy-benzyl alcohol (33.2 mg, 0.24 mmol) were added and the mixture was stirred at 95° C. for forty-five hours. The cooled mixture was then diluted with diethyl ether and filtered through Celite®. Column chromatography (20% EtOAc/Hexanes to 100% EtOAc) provided the title compound (21.1 mg, 37%).

Provenance & Evidence