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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2186481Generated: November 1, 2026

4-Hydroxymethylpyridine → 4-(Bromomethyl)pyridine hbr

https://huagongshe.com/reaction/2186481

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxymethylpyridineHCID 11472—
ReactantPhosphorus pentabromideHCID 62678—
SolventChloroformHCID 6212—
Product4-(Bromomethyl)pyridine hbrHCID 12752219233.8%

Reaction Steps

To a solution of 4-pyridylcarbinol (3 g, 27.5 mmol) in 30 mL of CHCl3 was added phosphorus pentabromide (5.93 g, 13.7 mmol). The solution was refluxed for 1 hour. The solvent was removed in vacuo and recrystallized in ethanol to afford the title compound as a white solid (4.05 g, 58.1%). ES (+) MS m/e=173 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06403792B1
Source datasetuspto-grants-2002_06
ORD IDord-2ebdddc665ae45d488ee7f781bfa1fc8
Source noteuspto-grants-2002_06