Sodium Carbonate → HCID 70819378, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of ethyl 2-(2-bromo-1-benzofuran-3-yl)-2-(tert-butoxy)acetate (20c) (100 mg, 0.28 mmol), sodium carbonate (120 mg, 1.13 mmol), 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)chroman (132 mg, 0.51 mmol) and palladium tetrakis(triphenylphosphine) (16 mg, 0.01 mmol) in toluene (1.26 mL), water (0.50 mL) and ethanol (0.60 mL) was heated at 95° C. for 24 hours. After cooling to room temperature, the mixture was poured into water (2 mL). The aqueous layer was extracted with toluene (2×5 mL). The organic layer was washed with brine (10 mL), dried over sodium sulfate and concentrated in vacuo. The residue was purified by preparative TLC (cyclohexane/ethyl acetate 80/20) to provide the desired product (20d) (61 mg, 0.15 mmol, 53%).

Provenance & Evidence