Reaktion #3459

Reaktionsgleichung

2ethyl-4-methoxy-1-(phenylmethyl)-1H-indole

BBr3 CH2Cl2

→

2-ethyl-4-hydroxy-1-(phenylmethyl)-1H-indole

Ausbeute 54.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto give a material that
2. 2
   Sonstigewas chromatographed on silica gel (eluted with 20% EtOAc/hexane)

Vorschrift

By the method used in Example 1, Part D, 3.1 g 11.7 mmol of 2ethyl-4-methoxy-1-(phenylmethyl)-1H-indole was O-demethylated by treating it with 48.6 mL of 1M BBr3 /CH2Cl2 to give a material that was chromatographed on silica gel (eluted with 20% EtOAc/hexane) to give 1.58 g (54% yield) of 2-ethyl-4-hydroxy-1-(phenylmethyl)-1H-indole, mp, 86°-90° C.

Quelle