反应详情

温度

80 °C

A solution of Example 59A (2.68 g, 10 mmol) in DMF (40 mL) was treated with triethylamine (1.53 mL, 11 mmol), n-butyl vinyl ether (6.5 mL, 50 mmol), DPPF (554 mg, 1 mmol) and Pd(OAc)2 (112 mg, 0.5 mmol), purged with nitrogen, heated to 80° C. for 6 hours, cooled to room temperature, and partitioned between ethyl acetate and water. The aqueous layer was extracted with ethyl acetate, and the combined organic layers were washed with water and brine, dried (MgSO4), filtered, and concentrated under vacuum. The residue was purified by flash column chromatography on silica gel with 4:1 hexanes/ethyl acetate to provide 1.20 g (65%) of the desired product. MS (ESI) m/e 185 (M+H)+; 1H NMR (300 MHz, DMSO-d6) δ 7.60 (d, J=8.14 Hz, 1H), 7.27 (d, J=1.70 Hz, 1H), 7.09 (dd, J=8.31, 1.86 Hz, 1H), 3.92 (s, 3H).

1. custompurged with nitrogen
2. temperaturecooled to room temperature
3. custompartitioned between ethyl acetate and water
4. extractionThe aqueous layer was extracted with ethyl acetate
5. washthe combined organic layers were washed with water and brine
6. dry with materialdried (MgSO4)
7. filtrationfiltered
8. concentrationconcentrated under vacuum
9. customThe residue was purified by flash column chromatography on silica gel with 4:1 hexanes/ethyl acetate