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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657660Generated: October 30, 2026

Hydrogen Bromide → HCID 178422725, compound

https://huagongshe.com/reaction/657660

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
ReactantTriethylamineHCID 8471—
Reactantm-Chloroperbenzoic acidHCID 70297—
Reactant4-(4-Methoxyphenyl)-2-methylpyridine 1-oxideHCID 57672027—
CatalystMethanolHCID 887—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 178422725HCID 17842272515.3%

Reaction Steps

A solution of 4-(4-methoxyphenyl)-2-methylpyridine 1-oxide (384 mg) in a 48% aqueous solution of hydrobromic acid (2.08 mL) is heated under reflux for 4 hours. The mixture is allowed to cool back to room temperature, water and ethyl acetate are added and the two phases separated by decantation. The aqueous phase is concentrated under reduced pressure. The residue is dissolved in chloroform (4 mL); triethylamine (1 equivalent) is added followed by metachloroperbenzoic acid (1 equivalent). The mixture is stirred for two hours at room temperature; a few drops of methanol are added to dissolve the reactants and stirred again for one hour at room temperature. Concentration under reduced pressure affords 55 mg of 4-(4-hydroxyphenyl)-2-methylpyridine 1-oxide as a yellow oil used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076329B2
Source datasetuspto-grants-2011_12
ORD IDord-b9f5b596e64a4c85aa51231c3c6a4799
Source noteuspto-grants-2011_12