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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2303480Generated: October 31, 2026

1-([1,1'-biphenyl]-2-ylmethyl)-4-methoxy-2-methyl-1H-indole → 1-([1,1'-biphenyl]-2-ylmethyl)-4-hydroxy-2-methyl-1H-indole

https://huagongshe.com/reaction/2303480

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-([1,1'-biphenyl]-2-ylmethyl)-4-methoxy-2-methyl-1H-indoleHCID 10734991—
SolventBoron tribromide dichloromethaneHCID 22277759—
Product1-([1,1'-biphenyl]-2-ylmethyl)-4-hydroxy-2-methyl-1H-indoleHCID 1080515355%

Reaction Steps

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/CH2Cl2. 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

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06433001B1
Source datasetuspto-grants-2002_08
ORD IDord-cb4f9a080df44dda8e848165b0fd5835
Source noteuspto-grants-2002_08