Reacción #3467

Ecuación de reacción

1-([1,1'-biphenyl]-2-ylmethyl)-4-methoxy-2-propyl-1H-indole

BBr3

Cl2

→

1-([1,1'-biphenyl]-2-ylmethyl)-4-hydroxy-2-propyl-1H-indole

Rendimiento 71.1%

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe crude product was chromatographed on silica gel
2. 2
   Lavadoeluted with 20% EtOAc/hexane

Procedimiento

By the method used in Example 1, Part D, 1.16 g (3.27 mmol) of 1-([1,1'-biphenyl]-2-ylmethyl)-4-methoxy-2-propyl-1H-indole was O-demethylated by treating it with 13 mL of 1M BBr3 /CH2 Cl2. The crude product was chromatographed on silica gel and eluted with 20% EtOAc/hexane to give 794 mg (71% yield) of 1-([1,1'-biphenyl]-2-ylmethyl)-4-hydroxy-2-propyl-1H-indole as an oil.

Fuente