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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1255939Generated: October 25, 2026

Triethylamine → 1-(2-Chloro-4-nitrobenzyl)-4-methylpiperazine

https://huagongshe.com/reaction/1255939

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-MethylpiperazineHCID 53167—
ReactantSodium BicarbonateHCID 516892—
Reactant1-(Bromomethyl)-2-chloro-4-nitrobenzeneHCID 3016368—
SolventDichloromethaneHCID 6344—
Product1-(2-Chloro-4-nitrobenzyl)-4-methylpiperazineHCID 6673581486.6%

Reaction Steps

To a solution of crude 1-(bromomethyl)-2-chloro-4-nitro-benzene (29.1 mmol; 50% pure) in 30 mL of DCM was added Et3N (4.2 mL, 30 mmol) and 1-methylpiperazine (3.4 mL, 30 mmol). After stirring for 3 h at ambient temperature, aq. NaHCO3 was added and the mixture was extracted with DCM. The combined organic layer was dried over Na2SO4, filtered, concentrated, and the resulting residue was purified by silica gel chromatography (eluted with 5% MeOH/DCM) to provide 6.80 g of product as a dark yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08461167B2
Source datasetuspto-grants-2013_06
ORD IDord-8a001ec57d284e87a970c5ea57489749
Source noteuspto-grants-2013_06