Reaktion #3463
ord-1b52bb60c1944a8bb041ea0a07e47ab6
Reaktionsgleichung
1-([1,1'-biphenyl]-2-ylmethyl)-2-ethyl-4-methoxy-1H-indole
Cl2
→
1-([1,1'-biphenyl]-2-ylmethyl)-2-ethyl-4-hydroxy-1H-indole
Ausbeute 69.3%
Reagenzien
Keine
Lösungsmittel
Reaktionsbedingungen
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1SonstigeThe crude product was chromatographed on silica gel
- 2Wascheneluted with 20% EtOAc/hexane
Vorschrift
By the method used in Example 1, Part D, 911 mg (2.6 mmol) of 1-([1,1'-biphenyl]-2-ylmethyl)-2-ethyl-4-methoxy-1H-indole was O-demethylated by treating it with 10 mL of 1M BBr3 /CH2 Cl2. The crude product was chromatographed on silica gel and eluted with 20% EtOAc/hexane to give 590 mg (69% yield) of 1-([1,1'-biphenyl]-2-ylmethyl)-2-ethyl-4-hydroxy-1H-indole as an oil.