Reaktion #3439

ord-12db1c229b3e4b39a2073d2783627aeb

Reaktionsgleichung

COc1cccc2c1cc(C)n2Cc1ccccc1-c1ccccc1
1-([1,1'-biphenyl]-2-ylmethyl)-4-methoxy-2-methyl-1H-indole
ClCl
Cl2
Cc1cc2c(O)cccc2n1Cc1ccccc1-c1ccccc1
1-([1,1'-biPhenyl]-2-ylmethyl)-4-hydroxy-2-methyl-1H-indole
Ausbeute 55.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

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, 1.6 g (4.9 mmol) of 1-([1,1'-biphenyl]-2-ylmethyl)-4-methoxy-2-methyl-1H-indole was O-demethylated by treating it with 20 mL of 1M BBr3 /CH2 Cl2. The crude product was chromatographed on silica gel and eluted with 20% EtOAc/hexane to give 841 mg (55% yield) of 1-([1,1'-biPhenyl]-2-ylmethyl)-4-hydroxy-2-methyl-1H-indole.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05733923uspto-grants-1998_03