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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1773525Generated: November 2, 2026

2,5-Dichloronitrobenzene → 3-(4-Chloro-2-nitro-phenoxy)-cyclopentanecarboxylic acid ethyl ester

https://huagongshe.com/reaction/1773525

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,5-DichloronitrobenzeneHCID 6977—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
ReactantEthyl 3-hydroxycyclopentanecarboxylateHCID 53407781—
SolventDichloromethaneHCID 6344—
Product3-(4-Chloro-2-nitro-phenoxy)-cyclopentanecarboxylic acid ethyl esterHCID 5805622181.1%

Reaction Steps

A mixture of 1,4-dichloro-2-nitro-benzene (190 mg, 1.1 mmol), 3-hydroxy-cyclopentanecarboxylic acid ethyl ester (180 mg, 1.14 mmol), triphenylphosphine (448 mg) and DIAD (345 mg) in dichloromethane (10 mL) was stirred at room temperature overnight. The reaction mixture was then evaporated under reduced pressure and the crude residue was purified by flash chromatography to afford 280 mg of 3-(4-chloro-2-nitro-phenoxy)-cyclopentanecarboxylic acid ethyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09255110B2
Source datasetuspto-grants-2016_02
ORD IDord-7e3ddfa5dd90428e9fce5a23ea53e54b
Source noteuspto-grants-2016_02