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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1819979Generated: October 31, 2026

Piperazine → 1,4-Bis(1,3-benzodioxol-5-ylmethyl)piperazine

https://huagongshe.com/reaction/1819979

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperazineHCID 4837—
ReactantSodium HydroxideHCID 14798—
ReactantSodium hydrideHCID 24758—
Reactant1,3-Benzodioxole, 5-(chloromethyl)-HCID 88713—
SolventDimethylformamideHCID 6228—
Product1,4-Bis(1,3-benzodioxol-5-ylmethyl)piperazineHCID 96702—

Reaction Steps

To a solution of piperazine (207 mg) in dry DMF (5 ml) under nitrogen was added sodium hydride (80% w/w in oil 250 mg), followed by 3,4-methylenedioxybenzylchloride (0.90 g) and the mixture stirred at room temperature overnight. Aqueous NaOH (50 ml, 1M) was added slowly, then saturated NaCl solution (50 ml) and the product extracted with dichloromethane (2×100 ml). The organic layer was washed with water (2×100 ml), dried and evaporated in vacuo to give a white solid. Column chromatography eluting with increasing proportions of ether in dichloromethane gave pure DC-0009B (0.68 g, 80%) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07601876B2
Source datasetuspto-grants-2009_10
ORD IDord-57fb8cbf7a50420da2cc2f2361a778eb
Source noteuspto-grants-2009_10