反应详情

Following a published procedure (Gundersen, E. G. U.S. Patent App. Publ. US 2005/070592) 2-Butanone (0.11 mL, 1.278 mmol) was added to a solution of 4-bromophenylhydrazine hydrochloride (0.300 g, 1.342 mmol in EtOH (3.8 mL). The mixture was heated to reflux for 22 h, concentrated in vacuo, and partitioned between EtOAc and 1N HCl. The organic layer was washed with H2O and saturated aqueous NaHCO3, dried over Na2SO4, filtered, and concentrated. The crude residue was purified by chromatography (SiO2, 0-20% EtOAc/Hexane) to afford the desired indole as a pink powder (200 mg, 67%).

1. temperatureThe mixture was heated
2. temperatureto reflux for 22 h
3. concentrationconcentrated in vacuo
4. custompartitioned between EtOAc and 1N HCl
5. washThe organic layer was washed with H2O and saturated aqueous NaHCO3
6. dry with materialdried over Na2SO4
7. filtrationfiltered
8. concentrationconcentrated
9. customThe crude residue was purified by chromatography (SiO2, 0-20% EtOAc/Hexane)