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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1267910Generated: November 1, 2026

Triethylamine → 4-(4-Methyl-3-nitro-benzyl)-piperazine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1267910

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
Reactant4-(Chloromethyl)-2-nitrotolueneHCID 597730—
ReactantWater ethylacetateHCID 22728543—
SolventDimethylformamideHCID 6228—
Product4-(4-Methyl-3-nitro-benzyl)-piperazine-1-carboxylic acid tert-butyl esterHCID 5367343696.8%

Reaction Conditions

Temperature78 °C

Reaction Steps

To a solution of 4-chloromethyl-1-methyl-2-nitro-benzene (2 g) and triethylamine (3 ml) in DMF (10 ml) was added piperazine-1-carboxylic acid tert-butyl ester (2.01 g) and the stirred reaction heated at 78° C. for 15 hr. After cooling to room temperature, the reaction was poured into ethyl acetate/water and the organic layer was separated. The aqueous layer was extracted with ethyl acetate. The combined organic extracts were washed with water, aqueous KHSO4, aqueous K2CO3 and brine, dried (Na2SO4) and concentrated to leave the sub-title compound as a brown oil (3.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06555541B1
Source datasetuspto-grants-2003_04
ORD IDord-9e439aa324f840f4b0270f98344d9abe
Source noteuspto-grants-2003_04