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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1390986Generated: November 1, 2026

4-Nitrobenzyl chloride → 1-Methyl-4-(4-nitrobenzyl)piperazine

https://huagongshe.com/reaction/1390986

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Nitrobenzyl chlorideHCID 7482—
ReactantTriethylamineHCID 8471—
Reactant1-MethylpiperazineHCID 53167—
SolventEthylene GlycolHCID 174—
Product1-Methyl-4-(4-nitrobenzyl)piperazineHCID 67779559%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of p-nitrobenzyl chloride (5.2 g, 10mM) and 3.2 g of triethylamine in 30 ml of ethylene glycol is added a solution of N-methylpiperazine (3 g, 30 mM) in 20 ml of ethylene glycol. After complete addition, the resulting solution is heated to 80° C. under nitrogen for 30 minutes. The reaction mixture is quenched into aqueous 10% sodium carbonate solution and extracted with methylene chloride. The methylene chloride solution is washed with water, saturated sodium chloride solution, dried over anhydrous sodium sulfate and concentrated to give 4.15 g (59%) of 1-methyl-4-[(4-nitrophenyl)methyl]piperazine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04140775
Source datasetuspto-grants-1979_02
ORD IDord-ed8dd43d39db427fa67a4c30aaab118a
Source noteuspto-grants-1979_02