反应详情

温度

80 °C

To a solution of 1-iodo-3-(trifluoromethoxy)benzene (0.5 g, 1.73 mmol) in toluene (10 mL) was added prop-2-yn-1-ol (0.15 g, 2.62 mmol) and morpholine (0.5 mL). Then cuprous iodide (4 mg, 0.02 mmol) and bis(triphenylphosphine)palladium(II) chloride (14 mg, 0.02 mmol) were added to the mixture under nitrogen. The reaction was heated at 80° C. overnight. The mixture was cooled and partitioned between ethyl acetate and water. The combined organic layer was dried over sodium sulfate, filtered and concentrated to give a crude product which was purified by column chromatography eluting with ethyl acetate/petroleum ether (1:6 to 1:3) to give 3-(3-(trifluoromethoxy)phenyl)prop-2-yn-1-ol (0.3 g, 80.2%) as a yellow oil. LCMS retention time 1.552 min.

1. temperatureThe mixture was cooled
2. custompartitioned between ethyl acetate and water
3. dry with materialThe combined organic layer was dried over sodium sulfate
4. filtrationfiltered
5. concentrationconcentrated
6. customto give a crude product which
7. customwas purified by column chromatography
8. washeluting with ethyl acetate/petroleum ether (1:6 to 1:3)