Reacción #3455

Ecuación de reacción

4-methoxy-2-methyl-1-[(1-naphthalenyl)methyl]-1H-indole

BBr3 CH2Cl2

→

4-hydroxy-2-methyl-1-[(1-naphthalenyl)methyl]-1H-indole

Rendimiento 71.0%

Disolventes

EtOAc hexane

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroto give a material that
2. 2
   Otrowas chromatographed on silica gel (
3. 3
   Lavadoeluted with 20% EtOAc/hexane

Procedimiento

By the method used in Example 1, Part D, 1.17 g (3.9 mmol) of 4-methoxy-2-methyl-1-[(1-naphthalenyl)methyl]-1H-indole was O-demethylated by treating it with 15.6 mL of 1M BBr3 /CH2Cl2 to give a material that was chromatographed on silica gel (eluted with 20% EtOAc/hexane then 50% EtOAc/hexane) to give 796 mg (71% yield) of 4-hydroxy-2-methyl-1-[(1-naphthalenyl)methyl]-1H-indole.

Fuente