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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1485427Generated: November 2, 2026

Potassium Carbonate → Ethyl 1-((5-bromo-2-nitrophenylamino)methyl)cyclopropanecarboxylate

https://huagongshe.com/reaction/1485427

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Bromo-2-fluoro-1-nitrobenzeneHCID 2783362—
ReactantEthyl 1-(aminomethyl)cyclopropanecarboxylateHCID 11480505—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 1-((5-bromo-2-nitrophenylamino)methyl)cyclopropanecarboxylateHCID 7097827980.8%

Reaction Steps

To a solution of 4-bromo-2-fluoro-1-nitrobenzene (792 mg, 3.6 mmol) in tetrahydrofuran (30 mL) was added ethyl 1-(aminomethyl)cyclopropanecarboxylate (441 mg, 3.0 mmol) and potassium carbonate (621 mg, 4.5 mmol). The reaction mixture was stirred at reflux for 15 hours. The mixture was diluted with water (50 mL) and extracted with ethyl acetate (50 mL). The organic phase was separated, concentrated and the residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=5:1) to give ethyl 1-((5-bromo-2-nitrophenylamino)methyl)cyclopropanecarboxylate as a light yellow solid (832 mg, 67%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422292B2
Source datasetuspto-grants-2016_08
ORD IDord-3a1ca6b6756441bc8b51c6573ea4ae62
Source noteuspto-grants-2016_08