反应详情

温度

0 °C

To a slurry of 60% of sodium hydride (156 mg, 3.90 mmol) in THF (8 niL) at 0° C. was added 1A (1.2 g, 3.34 mmol) in several portions over 10 min. The reaction mixture was then brought to RT for 20 min, then cooled again at 0° C. A suspension of 1D (830 mg, 2.78 mmol) in THF (10 mL) was added over 10 min at 0° C., then the reaction was warmed up to RT. After stirring for 20 min, the reaction was quenched with water (30 mL). The aqueous layer was extracted with EtOAc (50 mL×2). The combined organics were dried (Na2SO4), filtered and concentrated. The resulting residue was triturated with CH2Cl2-hexanes to give the title compound (620 mg). The mother liquid was concentrated and the resulting residue was purified by silica gel (110 g) column chromatography eluting with a gradient of EtOAc (0-60%) in hexane to give additional 130 mg of the title compound (total 750 mg, 54%) as an off-white solid. LC/MS (method A): retention time=3.40 min, (M+H)+=504.

1. additionwas added over 10 min at 0° C.
2. temperaturethe reaction was warmed up to RT
3. customthe reaction was quenched with water (30 mL)
4. extractionThe aqueous layer was extracted with EtOAc (50 mL×2)
5. dry with materialThe combined organics were dried (Na2SO4)
6. filtrationfiltered
7. concentrationconcentrated
8. customThe resulting residue was triturated with CH2Cl2-hexanes