Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 500446Generated: October 30, 2026

Benzyl Bromide → (3r,5s)-1-Benzyl-3,5-dimethylpiperazine

https://huagongshe.com/reaction/500446

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantSodium BicarbonateHCID 516892—
Reactantrel-(2R,6S)-2,6-dimethylpiperazineHCID 6950261—
SolventTetrahydrofuranHCID 8028—
Product(3r,5s)-1-Benzyl-3,5-dimethylpiperazineHCID 1219717451.8%

Reaction Steps

To a solution of (cis)-2,6-dimethylpiperazine (900 mg, 8.49 mmol) and sodium bicarbonate (0.2 ml of saturated solution) in THF (5 ml) was added benzyl bromide (1.02 ml, 8.49 mmol). The mixture was exposed to microwave irradiation at 80° C. for 15 minutes. The solvent was removed in vacuo and the residue was washed with sodium bicarbonate solution and extracted with dichloromethane. The residue was purified by flash chromatography eluting with 5-10% (v/v) methanol in dichloro-methane to afford 1-N-benzyl-(cis)-3,5-dimethylpiperazine as a clear oil (900 mg, 4.40 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07772227B2
Source datasetuspto-grants-2010_08
ORD IDord-0831377fd2064077964211892e15656a
Source noteuspto-grants-2010_08