Tricyclohexylphosphine → tert-Butyl (4-cyclopropyl-2-methylphenyl)carbamate

Participants

Reaction Conditions

Reaction Steps

A mixture of tert-butyl (4-iodo-2-methylphenyl)carbamate (1.04 g), cyclopropylboronic acid monohydrate (422 mg), palladium acetate (35.1 mg), tricyclohexylphosphine (87.5 mg), tripotassium phosphate monohydrate (2.52 g), toluene (8.7 mL) and water (0.87 mL) was stirred at 100° C. for 15 hours. The reaction mixture was allowed to cool to ambient temperature, diluted with ethyl acetate and filtered through celite (registered trademark). The filtrate was washed with water/saturated saline (1/1, 20 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: ethyl acetate-hexane) to obtain the title compound (668 mg).

Provenance & Evidence