反应详情

4-Ethoxy-1,1,1-trifluoro-3-buten-2-one (5 g, 29.7 mmol) followed by 2,4-pentadione (3.05 ml, 29.7 mmol) were added to a cooled 0° C. suspension of NaH (2.38 g, 59.4 mmol) in THF (120 mL). The reaction mixture was refluxed for 4 hrs and then partitioned between 1N HCl and EtOAc. The organic layers were washed with brine, dried over Na2SO4 and concentrated to a red oil. Purification by flash column chromatography (0% to 10% EtOAc in hexanes) gave the title compound as a yellow oil (1.73 g, 29%). 1H NMR (400 MHz, CDCl3): δ 2.69 (s, 3H), 7.15 (d, J=9.9 Hz, 1H), 7.25 (s, 1H), 7.86 (d, J=8.3 Hz, 1H), 12.29 (s, 1H).

1. additionwere added to a cooled 0° C.
2. temperatureThe reaction mixture was refluxed for 4 hrs
3. custompartitioned between 1N HCl and EtOAc
4. washThe organic layers were washed with brine
5. dry with materialdried over Na2SO4
6. concentrationconcentrated to a red oil
7. customPurification by flash column chromatography (0% to 10% EtOAc in hexanes)