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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1978631Generated: October 25, 2026

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

https://huagongshe.com/reaction/1978631

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantPotassium CarbonateHCID 11430—
Reactant1-(2-Chloroethoxy)propaneHCID 123506—
Reactant4-Bromo-2-ethoxyphenolHCID 21877541—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product4-Bromo-2-ethoxy-1-(2-propoxyethoxy)benzeneHCID 21995752—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 4-bromo-2-ethoxyphenol (8.0 g) in DMF (50 ml) were added at room temperature potassium carbonate (7.65 g), sodium iodide (6.64 g) and 2-chloroethylpropylether (5.6 ml), and the mixture was stirred at 90° C. for 24 hours. To the mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, 1N sodium hydroxide solution and saturated brine, dried with magnesium sulfate and concentrated under reduced pressure. The residue was purified with silica gel column chromatography (ethyl acetate/hexane=1:4) to give yellow oil of 4-bromo-2-ethoxy-1-(2-propoxyethoxy)benzene (10.33 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06235771B1
Source datasetuspto-grants-2001_05
ORD IDord-1fee594bbf004a70a6236c68f3c76724
Source noteuspto-grants-2001_05