反应详情

温度

0 °C

To a 0° C. solution of 3-(3-cyano-1H-Indol-4-yl)-3-phenyl-propionic acid ethyl ester LIX (648 mg, 2.04 mmol) in THF (20 ml) was added Red-Al (65% w, 1.96 ml, 6.87 mmol) dropwise. The mixture was stirred at 0° C. for 3 hours, at room temperature for 30 minutes, and the reaction was quenched by addition of H2O (7 ml). The resulting mixture was stirred for 10 minutes and H2O (5 ml) and EtOAc (8 ml) were added. The mixture was then stirred overnight at room temperature. The solid was filtered off and washed with EtOAc. The organic layer was separated, dried over Na2SO4, filtered, concentrated, and purified via flash chromatography (hexane/EtOAc) affording 4-(3-hydroxy-1-pheny-propyl)-1H-indole-3-carbonitrile LX as a white solid (377 mg, 67% yield).

1. customthe reaction was quenched by addition of H2O (7 ml)
2. stirringThe resulting mixture was stirred for 10 minutes
3. additionH2O (5 ml) and EtOAc (8 ml) were added
4. stirringThe mixture was then stirred overnight at room temperature
5. filtrationThe solid was filtered off
6. washwashed with EtOAc
7. customThe organic layer was separated
8. dry with materialdried over Na2SO4
9. filtrationfiltered
10. concentrationconcentrated
11. custompurified via flash chromatography (hexane/EtOAc)