Cesium carbonate → HCID 13297013, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 3-bromoanisole (30 mg, 0.16 mmol) and 1,4-dioxane (2 ml) were added water (0.2 ml), cesium carbonate (0.26 g, 0.80 mmol), potassium t-butoxymethyl trifluoroborate (62 mg, 0.32 mmol), palladium (II) acetate (3.6 mg, 0.016 mmol) and 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (13 mg, 0.032 mmol). Then, the reaction mixture was stirred at 100° C. (external temperature) overnight. After the reaction mixture was cooled at room temperature, water and heptane were added to the mixture, and the resultant was filtered using Celite. The separated organic layer was washed with an aqueous saturated sodium chloride solution. The organic layer was separated, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (heptane:ethyl acetate=40:1) to obtain the title compound (26 mg, 0.13 mmol, 83%).

Provenance & Evidence