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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21488Generated: October 26, 2026

benzyl N-(2-fluoro-4-chloro-5-cyclopentyloxyphenyl)carbamate → 4-Chloro-5-(cyclopentyloxy)-2-fluorobenzenamine

https://huagongshe.com/reaction/21488

Reaction equation

Participants

RoleNameHCIDCharge
Reactantbenzyl N-(2-fluoro-4-chloro-5-cyclopentyloxyphenyl)carbamateHCID 19374482—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventTolueneHCID 1140—
Product4-Chloro-5-(cyclopentyloxy)-2-fluorobenzenamineHCID 1527938999.6%

Reaction Steps

Benzyl N-(2-fluoro-4-chloro-5-cyclopentyloxyphenyl)carbamate (2.00 g, 5.51 mmol) synthesized as described above, 5% Pd/C (100 mg) as a catalyst, and toluene (15 ml) as a solvent were charged into a 50 cc round-bottom flask, and the inside of the flask was replaced sufficiently with a hydrogen gas. Then, in a hydrogen gas atmosphere, the mixture was thoroughly stirred for 3 hours at 50° C. After completion of the reaction, the catalyst was separated by filtration, the resulting filtrate was dried with anhydrous magnesium sulfate. After separating the drying agent by filtration, the solvent was distilled off under reduced pressure from the filtrate to obtain quantitatively 2-fluoro-4-chloro-5-cyclopentyloxyaniline (1.26 g) as a pale brown oily substance. The spectral data and the like are shown in Reference Example 1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05424277
Source datasetuspto-grants-1995_06
ORD IDord-e6b45e217a2842468d658089a3c18c68
Source noteuspto-grants-1995_06