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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2225943Generated: November 2, 2026

Ethanol → 4-Chloro-5-(cyclopentyloxy)-2-fluorobenzenamine

https://huagongshe.com/reaction/2225943

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium HydroxideHCID 14798—
Reactantmethyl N-(2-fluoro-4-chloro-5-cyclopentyloxyphenyl)carbamateHCID 15766845—
SolventWaterHCID 962—
Product4-Chloro-5-(cyclopentyloxy)-2-fluorobenzenamineHCID 15279389100%

Reaction Steps

2N sodium hydroxide aqueous solution (3.5 ml) was added to an ethanol solution (1.5 ml) of methyl N-(2-fluoro-4-chloro-5-cyclopentyloxyphenyl)carbamate (1.507 g, 5.24 mmol), and the mixture was heated under reflux for 2 hours. After reaction, the reaction liquid was cooled to room temperature, water was added thereto, and this was extracted with ethyl acetate (20 ml×2). The organic layer was washed with water and saturated brine and then dried over anhydrous magnesium sulfate. The drying agent was taken out by filtration, and the solvent was removed by distillation under reduced pressure, to obtain 2-fluoro-4-chloro-5-cyclopentyloxyaniline (1.20 g, 5.22 mmol). Yield: ~100%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05344953
Source datasetuspto-grants-1994_09
ORD IDord-6bd3838072bf4aaa841384099b08bf8a
Source noteuspto-grants-1994_09