Réaction #3467

Équation de réaction

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

Rendement 71.1%

Conditions de réaction

Traitement

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

Mode opératoire

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.

Source