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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712643Generated: October 29, 2026

4-Fluorophenol → 3-Bromo-4-(4-fluoro-phenoxymethyl)-pyridine

https://huagongshe.com/reaction/712643

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-FluorophenolHCID 9732—
ReactantTriphenylphosphineHCID 11776—
ReactantDi-tert-butyl azodicarboxylateHCID 97268—
Reactant(3-Bromopyridin-4-yl)methanolHCID 46840038—
SolventTetrahydrofuranHCID 8028—
Product3-Bromo-4-(4-fluoro-phenoxymethyl)-pyridineHCID 10552257392.5%

Reaction Steps

To a solution of (3-bromo-pyridin-4-yl)-methanol (650 mg, 3.5 mmol), 4-fluoro-phenol (260 mg, 2.3 mmol) and PPh3 (1.7 g, 6.4 mmol) in THF (50 mL) is added a solution of di-tert-butyl azodicarboxylate (1.2 g, 5 mmol) in THF at 0° C. After addition, the mixture is stirred at room temperature for 16 hrs. The solvent is removed and the residue is purified by flash column chromatography to give 600 mg of 3-bromo-4-(4-fluoro-phenoxymethyl)-pyridine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181272B2
Source datasetuspto-grants-2015_11
ORD IDord-b42b9c15716c469cb92d83729e46e17a
Source noteuspto-grants-2015_11