反应详情

温度

60 °C

A mixture containing 28 (1.94 g, 2.97 mmol) and K2CO3 (2.05 g, 14.8 mmol) in MeOH (60 mL) was heated at 60° C. for 1.5 h. The reaction mixture was cooled to ambient temperature and diluted with EtOAc and water. The layers were separated and the aqueous phase was extracted three times with EtOAc. The combined organic extracts were washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated to afford 1.57 g (quant.) of 29 as a yellow solid which was used without further purification. TLC analysis, 1:1 hexane/EtOAc, Rf(28)=0.9; Rf(29)=0.01. 1H NMR (CDCl3, 300 MHz) δ7.65 (m, 1H), 6.98 (app d, J=8.2 Hz, 1H), 6.90 (app t, J=8.3 Hz, 1H), 4.31 (s, 2H), 3.97 (br s, 3H), 3.54 (m, 1H), 3.31 (m, 1H), 3.14 (m, 1H), 2.97 (m, 1H), 1.83 (m, 1H), 1.68 (m, 2H), 1.42 (m, 1H) ppm. 13C NMR (CDCl3, 75 MHz) δ160.6 (d, JC-F=238.7 Hz), 136.2 (d, JC-F=12.0 Hz), 127.1, 125.4, 120.8 (d, JC-F=10.2 Hz), 109.8, 108.9 (d, JC-F=24.6 Hz), 95.3 (d, JC-F=26.3 Hz), 59.6, 45.6, 41.6, 31.0, 30.7, 24.5 ppm.

1. temperatureThe reaction mixture was cooled to ambient temperature
2. customThe layers were separated
3. extractionthe aqueous phase was extracted three times with EtOAc
4. washThe combined organic extracts were washed with brine
5. dry with materialdried over anhydrous Na2SO4
6. filtrationfiltered
7. concentrationconcentrated