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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1978690Generated: October 29, 2026

Sodium Iodide → 1-Bromo-4-(2-propoxyethoxy)benzene

https://huagongshe.com/reaction/1978690

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
Reactant4-BromophenolHCID 7808—
ReactantPotassium CarbonateHCID 11430—
Reactant1-(2-Chloroethoxy)propaneHCID 123506—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product1-Bromo-4-(2-propoxyethoxy)benzeneHCID 18533396—

Reaction Conditions

Temperature80 °C

Reaction Steps

In DMF (120 ml) was dissolved 4-bromophenol (20 g). To the mixture were added potassium carbonate (24 g) and sodium iodide (19.1 g) and then was added dropwise 2-chloroethylpropylether (19 ml), and the mixture was stirred at 80° C. for 16 hours and cooled to room temperature. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate, washed with saturated brine and dried with magnesium sulfate. Under reduced pressure, the solvent was evaporated, and the residue was purified with silica gel column chromatography (hexane/ethyl acetate=10/1) to give 1-bromo-4-(2-propoxyethoxy)benzene (23.1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06235771B1
Source datasetuspto-grants-2001_05
ORD IDord-6e80b8aceae44707b369e682253ffd15
Source noteuspto-grants-2001_05