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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 128542Generated: October 26, 2026

Sodium Hydroxide → 4-Chloro-5-(cyclopentyloxy)-2-fluorobenzenamine

https://huagongshe.com/reaction/128542

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactantmethyl N-(2-fluoro-4-chloro-5-cyclopentyloxyphenyl)carbamateHCID 15766845—
SolventEthanolHCID 702—
Product4-Chloro-5-(cyclopentyloxy)-2-fluorobenzenamineHCID 1527938995%

Reaction Conditions

Temperature110 °C

Reaction Steps

Ethyl alcohol (30 ml) and a 2N aqueous solution of sodium hydroxide (50 ml) were added to methyl N-(2-fluoro-4-chloro-5-cyclopentyloxyphenyl)carbamate obtained above, and the mixture was stirred For 4 hours while heating on an oil bath at 110° C. After completion of the reaction, the solvent was distilled off, and the residue was extracted with ethyl acetate (100 ml×3 times). The organic layer was washed with a saturated aqueous solution of sodium chloride, dried, and the solvent was distilled off under reduced pressure to obtain oily 2-fluoro-4-chloro-5-cyclopentyloxyaniline (4.38 g, 19.0 mmol, 95.0% yield). The spectral data and the like are as shown in Reference Example 1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05464811
Source datasetuspto-grants-1995_11
ORD IDord-70181d034620481fa81416fc7dfe9ecb
Source noteuspto-grants-1995_11