反应详情

温度

50 °C

To a solution of 5-Benzyloxy-2-bromo-benzoic acid methyl ester (120 g, 374 mmol) and prop-2-yn-1-ol (41.9 g, 747 mmol) in triethylamine (1 L), copper(I) iodide (0.712 g, 3.74 mmol) and bis(triphenylphosphine)palladium(II) chloride (26.2 g, 37.4 mmol) at RT under N2. The mixture was heated at 50° C. reflux under N2 for 12 hr. The reaction was cooled to room temperature, concentrated to dryness, diluted with H2O (50 mL) and extracted with ethyl acetate (500 mL*3), The organic phase was washed with saturated sodium bicarbonate solution 500 mL, dried over Na2SO4. After concentration, the crude product was purified by silica gel chromatography eluted with PE:EA=10:1˜4:1 to give title product (80 g, 72%) as yellow oil.

1. customat RT
2. temperaturereflux under N2 for 12 hr
3. temperatureThe reaction was cooled to room temperature
4. concentrationconcentrated to dryness
5. additiondiluted with H2O (50 mL)
6. extractionextracted with ethyl acetate (500 mL*3)
7. washThe organic phase was washed with saturated sodium bicarbonate solution 500 mL
8. dry with materialdried over Na2SO4
9. concentrationAfter concentration
10. customthe crude product was purified by silica gel chromatography
11. washeluted with PE