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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 491609Generated: October 30, 2026

1-Chloro-2-[(2-chloroethyl)oxy]-4-nitrobenzene → 4-Chloro-3-[(2-chloroethyl)oxy]aniline

https://huagongshe.com/reaction/491609

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloro-2-[(2-chloroethyl)oxy]-4-nitrobenzeneHCID 17756182—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product4-Chloro-3-[(2-chloroethyl)oxy]anilineHCID 17756184—

Reaction Steps

To an argon-degassed solution of 1-chloro-2-(2-chloro-ethoxy)-4-nitro-benzene (2.9 g, <12.5 mmol due to contamination) in EtOAc (50 mL) was added 10% by weight Pd/C (1 g). The reaction was stirred under H2 for 18 h then filtered through Celite® and concentrated in vacuo to yield the title compound contaminated by the bromo adduct. MS (MH+)=206.1; Calc'd 206.07 for C8H9Cl2NO.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07531553B2
Source datasetuspto-grants-2009_05
ORD IDord-26742fdbdab846dcad31c60332cac6a2
Source noteuspto-grants-2009_05