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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2403599Generated: November 4, 2026

Potassium Iodide → 4-Bromo-3-chloro-1-morpholinobenzene

https://huagongshe.com/reaction/2403599

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
ReactantPotassium CarbonateHCID 11430—
ReactantBis(2-bromoethyl) etherHCID 21521—
Reactant4-Bromo-3-chloroanilineHCID 88888—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product4-Bromo-3-chloro-1-morpholinobenzeneHCID 6808773139.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

4-Bromo-3-chloroaniline (500 mg) was dissolved in DMF (10 ml), and bis(2-bromoethyl)ether (1.12 g), K2CO3 (1.34 g), and potassium iodide (80 mg) were added thereto, followed by stirring at 80° C. for 2 days. To the reaction mixture was added water, followed by extraction with EtOAc. The organic layer was dried over MgSO4 and then the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (0% to 20% EtOAc/hexane) to obtain 4-(4-bromo-3-chlorophenyl)morpholine (263 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08802679B2
Source datasetuspto-grants-2014_08
ORD IDord-90e436a959164d40ab8c094946564425
Source noteuspto-grants-2014_08