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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 3367Generated: October 28, 2026

Chlorine → 2-ethyl-4-hydroxy-1-(2-phenyl-phenylmethyl)-1H-indole

https://huagongshe.com/reaction/3367

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorineHCID 24526—
Reactant1-([1,1'-biphenyl]-2-ylmethyl)-2-ethyl-4-methoxy-1H-indoleHCID 10712280—
SolventBoron tribromideHCID 25134—
Product2-ethyl-4-hydroxy-1-(2-phenyl-phenylmethyl)-1H-indoleHCID 1061620569.3%

Reaction Steps

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05733923
Source datasetuspto-grants-1998_03
ORD IDord-1b52bb60c1944a8bb041ea0a07e47ab6
Source noteuspto-grants-1998_03