Water → HCID 67455715, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 1-bromo-3-pentyloxybenzene (0.365 g), tert-bytyl N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl) benzyl]carbamate (0.575 g), sodium carbonate (0.318 g), water (1.3 mL) and N,N-dimethylformamide (6.5 mL) was added tetrakis(triphenylphosphine) palladium(0) (0.087 g), and the resulting mixture was stirred at 80° C. for 11 hours. The reaction mixture was cooled to room temperature and then partitioned between ethylacetate (35 mL) and water (10 mL). The organic layer was washed successively with water/brine (2/1, 15 mL) and brine (15 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography on aminopropylated silica gel (eluent: hexane/ethyl acetate=6/1) to give the title compound (0.437 g)

Provenance & Evidence