反应详情

温度

-78 °C

To a −78° C. solution of 3-(6-Methoxy-1H-Indol-4-yl)-3-phenyl-propionic acid ethyl ester CXVII (0.39 g, 1.2 mmol) in DCM (10 ml) was added DIBALH (1M in hexane, 4.0 ml, 4.0 mmol). After stirring for 90 minutes at −78° C., more DIBALH (1M in hexane, 1.2 ml, 1.2 mmol) was added. The resulting mixture was stirred for 2.25 hours, after which EtOH (2 ml) and a saturated solution of NaHCO3 (2 ml) were added. The mixture was then stirred at room temperature for 30 min, filtered, and the filter cake was washed with EtOAc. The filtrate was concentrated and washed with a saturated solution of NaHCO3, dried over Na2SO4, filtered, concentrated, and purified via flash chromatography (hexane/EtOAc) affording 3-(6-Methoxy-1H-Indol-4-yl)-3-phenyl-propionaldehyde CXVIII as a colorless syrup (0.27 g, 82% yield).

1. stirringThe resulting mixture was stirred for 2.25 hours
2. stirringThe mixture was then stirred at room temperature for 30 min
3. filtrationfiltered
4. washthe filter cake was washed with EtOAc
5. concentrationThe filtrate was concentrated
6. washwashed with a saturated solution of NaHCO3
7. dry with materialdried over Na2SO4
8. filtrationfiltered
9. concentrationconcentrated
10. custompurified via flash chromatography (hexane/EtOAc)