反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
CONDITIONS
反应条件
- 温度
- 0 °C
PROCEDURE
实验过程
Compound 20b (2.07 g, 3.85 mmol) was placed in a 100 mL round bottom flask equipped with a stir bar and then the flask was evacuated and backflushed with argon. Dry THF (40 mL) was added via syringe and then the solution was cooled to 0° C. in an ice bath. 1 M LiAlH4 in THF (3.85 mL, 3.85 mmol) was added via syringe and then the ice bath was removed and the reaction was allowed to warm to rt. The reaction was stirred at rt for 1 h and then poured into saturated NH4Cl solution (100 mL). The aqueous mixture was extracted with EtOAc (4×50 mL) and then the combined organic extracts were dried over MgSO4 and filtered. The solvent was removed under reduced pressure to afford compound 21a. 1H-NMR (400 MHz, CDCl3) δ (ppm): 8.48 (d, J=2.2 Hz, 1H), 8.01 (d, J=5.4 Hz, 1H), 7.90 (dd, J=8.8, 2.4 Hz, 1H), 6.77 (d, J=9.0 Hz, 1H), 6.09 (d, J=5.6 Hz, 1H), 4.83 (s, 2H), 3.93 (d, J=3.4 Hz, 8H), 3.51-3.66 (m, 8H), 1.50 (s, 9H). Mass Spectrum (LCMS, ESI pos.) Calcd. For C25H33N7O4: 496.3 (M+H). Found: 496.3.
WORKUP
后处理
- customequipped with a stir bar
- customthe flask was evacuated
- additionDry THF (40 mL) was added via syringe
- customthe ice bath was removed
- temperatureto warm to rt
- additionpoured into saturated NH4Cl solution (100 mL)
- extractionThe aqueous mixture was extracted with EtOAc (4×50 mL)
- dry with materialthe combined organic extracts were dried over MgSO4
- filtrationfiltered
- customThe solvent was removed under reduced pressure