Reaktion #3471

Reaktionsgleichung

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

BBr3 CH2Cl2

→

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

Ausbeute 52.2%

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

By the method used in Example 1, Part D, 630 g (2.3 mmol) of 2-cyclopropyl-4-methoxy-1-(phenylmethyl)-1H-indole was O-demethylated by treating it with 9 mL of 1M BBr3 /CH2Cl2. The crude product was chromatographed on silica gel and eluted with 20% EtOAc/hexane to give 316 mg (52% yield) of 2-cyclopropyl-4-hydroxy-1-(phenylmethyl)-1H-indole as an oil.

Quelle