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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2059799Generated: November 2, 2026

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

https://huagongshe.com/reaction/2059799

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 numberUS08278307B2
Source datasetuspto-grants-2012_10
ORD IDord-7b8273bdde414d41ad799996dd6f1c24
Source noteuspto-grants-2012_10