Potassium Phosphate, Tribasic → HCID 89451937, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of benzyl (2-bromo-4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)acetate (250 mg) in toluene (5.00 mL) were added water (0.250 mL), potassium phosphate (366 mg), tricyclohexylphosphine (64.4 mg), palladium (II) acetate (25.8 mg), and cyclopropylboronic acid (98.6 mg), followed by stirring at 110° C. overnight. To the reaction mixture was added water, followed by extraction with ethyl acetate. The organic layer was washed with water and a saturated aqueous sodium chloride solution in this order, then dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain benzyl (4-{[tert-butyl(dimethyl)silyl]oxy}-2-cyclopropylphenyl)acetate (210 mg).

Provenance & Evidence