反应详情

温度

70 °C

Add palladium (II) acetate (2.8 mmol), 1,1-bis(diphenylphosphino)ferrocene (2.8 mmol), potassium carbonate (86.1 mmol), and triethyl amine (28.7 mmol) to a solution of 6-iodo-1,3-dihydro-isobenzofuran-5-ylamine (28.7 mmol) in acetonitrile (150 mL) and methanol (75 mL). Using a balloon of carbon monoxide, vacuum purge the reaction mixture several times, then heat to 70° C. After heating under a balloon of carbon monoxide for 1.5 h, cool the reaction to room temperature. Dilute the reaction with ethyl acetate (500 mL), wash with water (3×100 mL), followed by brine. Dry the organic phase over sodium sulfate, filter, and remove the solvent under vacuum. Chromatograph the product over silica gel, eluting with ethyl acetate/hexane (5-35%) to provide the title compound as an off white solid. 1H NMR (CDCl3, 400 MHz) δ 3.85 (s, 3H), 4.97 (s, 4H), 6.54 (s, 1H), 7.71 (s, 1H).

1. custompurge the reaction mixture several times
2. temperatureAfter heating under a balloon of carbon monoxide for 1.5 h
3. temperaturecool
4. customthe reaction to room temperature
5. additionDilute
6. washwash with water (3×100 mL)
7. dry with materialDry the organic phase over sodium sulfate
8. filtrationfilter
9. customremove the solvent under vacuum
10. washChromatograph the product over silica gel, eluting with ethyl acetate/hexane (5-35%)