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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 598784Generated: October 29, 2026

Boron tribromide → 4-Indazol-2-ylphenol

https://huagongshe.com/reaction/598784

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron tribromideHCID 25134—
Reactant2-(4-methoxyphenyl)-2H-indazoleHCID 1214777—
SolventDichloromethaneHCID 6344—
Product4-Indazol-2-ylphenolHCID 1142435461.4%

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of 2-(4-methoxyphenyl)-2H-indazole (50 mg, 0.22 mmol) in methylene chloride (3 mL) at −78° C. was added boron tribromide (62 μL, 0.66 mmol). The reaction was stirred at −78° C. for 1 hour and room temperature for 1 hour. The reaction was quenched with saturated sodium bicarbonate solution. After the aqueous layer was extracted with methylene chloride, the combined organic layers were dried (MgSO4) and concentrated to give 28.4 mg of the desired indazole. LC-MS (C13H10N2O calculated 210) m/z 211 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07897634B2
Source datasetuspto-grants-2011_03
ORD IDord-a1492276d8964ff18ce230f3ca53b969
Source noteuspto-grants-2011_03