反应详情

温度

70 °C

A mixture of 6-(5-chloro-2,3-dihydrobenzofuran-7-yl)-6-methyl-4-trifluoromethylhept-1-yn-4-ol (170 mg, 0.49 mmol), N-(4-bromo-2-iodophenyl)benzenesulfonamide (220 mg, 0.50 mmol), dichlorobis(triphenylphosphine)palladium (II) (20 mg, 0.03 mmol), and copper (I) iodide (10 mg, 0.05 mmol) in 1 nL of DMF and 0.7 mL of triethylamine was warmed at 70° C. After 45 minutes, the mixture was cooled and diluted with 7 mL of saturated aqueous ammonium chloride solution and extracted with three 7 mL portions of ethyl acetate. The combined organic layers were washed with two 7 mL portions of saturated aqueous ammonium chloride solution, four 7 mL portions of brine, dried over magnesium sulfate, filtered and concentrated in vacuo. The crude residue was purified on silica gel eluting with ethyl acetate-hexanes (0-30% gradient) to afford 126 mg (39% yield) of the title compound.

1. temperaturethe mixture was cooled
2. extractionextracted with three 7 mL portions of ethyl acetate
3. washThe combined organic layers were washed with two 7 mL portions of saturated aqueous ammonium chloride solution, four 7 mL portions of brine
4. dry with materialdried over magnesium sulfate
5. filtrationfiltered
6. concentrationconcentrated in vacuo
7. customThe crude residue was purified on silica gel eluting with ethyl acetate-hexanes (0-30% gradient)