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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1984208Generated: November 4, 2026

Potassium Iodide → 1-(3-Chloro-propoxy)-2-nitro-benzene

https://huagongshe.com/reaction/1984208

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
Reactant2-NitrophenolHCID 6947—
Reactant1-Bromo-3-chloropropaneHCID 8006—
ReactantPotassium CarbonateHCID 11430—
CatalystTetrabutylammonium BromideHCID 74236—
SolventAcetoneHCID 180—
Product1-(3-Chloro-propoxy)-2-nitro-benzeneHCID 11424463—

Reaction Conditions

Temperature50 °C

Reaction Steps

2-Nitrophenol (70 mmol ), 1-bromo-3-chloropropane (360 mmol), potassium carbonate (water free, 110 mmol), potassium iodide (2 mmol) and tetrabutyl-ammonium bromide (1 mmol) are suspended in acetone (130 ml) and heated up to 50° C. and the mixture is then stirred at this temperature for 30 hours. After cooling down to RT the solid material is filtered off and the filtrate is evaporated. The excess of 1-bromo-3-chloropropane is distilled of under vacuum (70° C.). A yellow-orange oil with Rf=0.55 (hexane/ethyl acetate=2:1) is obtained, which is used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07544688B2
Source datasetuspto-grants-2009_06
ORD IDord-6f605b19756144a494294d3285c280f8
Source noteuspto-grants-2009_06