Potassium Phosphate, Tribasic → HCID 67397697, compound

Participants

Reaction Conditions

Reaction Steps

Under argon, 500 mg (2.18 mmol) of methyl 2-bromo-4-methylbenzoate together with 655 mg (3.27 mmol) of 2-(trifluoromethyl)phenylboronic acid were dissolved in 10 ml of toluene, and 86 mg (0.22 mmol) of 2-dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl, 100 mg (0.11 mmol) of tris(dibenzylideneacetone)dipalladium and 927 mg (4.37 mmol) of potassium phosphate were added successively. The mixture was heated to 110° C. and stirred at this temperature for 20 h. For work-up, the reaction mixture was allowed to cool to RT and diluted with 20 ml of ethyl acetate and 20 ml of water. After phase separation, the aqueous phase was extracted two more times with in each case 20 ml of ethyl acetate. The combined organic phases were dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by chromatography on silica gel (mobile phase: first cyclohexane/ethyl acetate 30:1, then 20:1). This gave 597 mg (86% of theory) of the target compound.

Provenance & Evidence