Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1622543Generated: November 2, 2026

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

https://huagongshe.com/reaction/1622543

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 numberUS08778942B2
Source datasetuspto-grants-2014_07
ORD IDord-db736ed794064b64a50f8865ffd538e3
Source noteuspto-grants-2014_07