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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2256249Generated: October 28, 2026

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

https://huagongshe.com/reaction/2256249

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-([1,1'-biphenyl]-2-ylmethyl)-4-methoxy-2-propyl-1H-indoleHCID 10641940—
ReactantBoron tribromide dichloromethaneHCID 22277759—
Product1-([1,1'-biphenyl]-2-ylmethyl)-4-hydroxy-2-propyl-1H-indoleHCID 1085473071.1%

Reaction Steps

By the method used in Example 1, Part D, 1.16 g (3.27 mmol) of 1-([1,1'-biphenyl]-2-ylmethyl)-4-methoxy-2-propyl-1H-indole was O-demethylated by treating it with 13 mL of 1M BBr3 /CH2Cl2. The crude product was chromatographed on silica gel and eluted with 20% EtOAc/hexane to give 794 mg (71% yield) of 1-([1,1'-biphenyl]-2-ylmethyl)-4-hydroxy-2-propyl-1H-indole as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05654326
Source datasetuspto-grants-1997_08
ORD IDord-7617fd0de8434cd89ff9f60789d95b79
Source noteuspto-grants-1997_08