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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1357062Generated: November 3, 2026

Boron tribromide → 4H-1-Benzopyran-4-one, 3-(2,4-dihydroxyphenyl)-7-hydroxy-

https://huagongshe.com/reaction/1357062

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron tribromideHCID 25134—
Reactant3-(2,4-Dimethoxyphenyl)-7-methoxy-4H-1-benzopyran-4-oneHCID 14018365—
SolventDichloromethaneHCID 6344—
Product4H-1-Benzopyran-4-one, 3-(2,4-dihydroxyphenyl)-7-hydroxy-HCID 528052057.8%

Reaction Steps

At 0° C., a solution of 14 (1.0 g, 3.2 mmol) in CH2Cl2 was treated with BBr3 (16 mL, 16 mmol, 1 M in CH2Cl2) and the reaction mixture was allowed to stir at rt for 18 h. The reaction was quenched slowly with MeOH, concentrated and taken up in EtOAc. The EtOAc layer was washed with 2N HCl aq. And the EtOAc was dried over MgSO4, filtered, concentrated and chromatographed on silica gel (EtOAC/hexanes; 1:1) to yield 15 as a white solid (0.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06589980B2
Source datasetuspto-grants-2003_07
ORD IDord-e58ff85d164f434ab31246de31256286
Source noteuspto-grants-2003_07