Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 474666Generated: October 29, 2026

Hydrogen Peroxide → HCID 67776058, compound

https://huagongshe.com/reaction/474666

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen PeroxideHCID 784—
ReactantSodium HydroxideHCID 14798—
Reactant9-Borabicyclo(3.3.1)nonaneHCID 78966—
ReactantHCID 67775099HCID 67775099—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67776058HCID 6777605842.8%

Reaction Steps

To the solution of 1-chloro-4-[(4-ethenylphenyl)oxy]-2-methylbenzene (2.46 g, 10.05 mmol) in dry THF (30 mL), was added 9-BBN (30.2 mL, 15.08 mmol) at 0° C. The mixture was stirred at room temperature overnight, and quenched with water (3 mL), followed by aq. NaOH (13.00 mL, 39.0 mmol), and 30% H2O2 (13.00 mL, 126 mmol). The reaction mixture was heated at 50° C. for 3 h. Then THF was removed under reduced pressure, and the residue was diluted with EA. The organic layer was washed with water and brine, dried over anhydrous Na2SO4 and concentrated and purified by flash chromatography to afford the title compound (1.13 g, 42.8% yield) as colorless oil. LCMS: rt=3.49 min, [M+H+]=245

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637536B2
Source datasetuspto-grants-2014_01
ORD IDord-172ae71dd7d34b9fa578a6d381d01c24
Source noteuspto-grants-2014_01