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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 334260Generated: October 31, 2026

Piperazine → 1-(2-Phenoxyphenyl)piperazine

https://huagongshe.com/reaction/334260

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperazineHCID 4837—
Reactant1-Bromo-2-phenoxy-benzeneHCID 37483—
ReactantSodium t-butoxideHCID 23676156—
CatalystBinap, (A+-)-HCID 634876—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
Product1-(2-Phenoxyphenyl)piperazineHCID 1299670564.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

1-Bromo-2-phenoxybenzene (432 mg, 1.73 mmol), piperazine (299 mg, 3.47 mmol), Pd2(dba)3 (48 mg, 0.052 mmol), BINAP (54 mg, 0.087 mmol) and NaOt-Bu (249 mg, 2.60 mmol) were dissolved in toluene (10 mL) in a reaction vessel and refluxed at 100° C. for 20 hours. After the reaction was completed, the reaction mixture was diluted with EtOAc and filtered through Celite. The filtrate was concentrated under reduced pressure and the concentrate was purified by column chromatography (MC:mixture solution (MC:MeOH:H2O:NH3=80:20:1:1)=6:1) to obtain 283 mg of the target compound (1.11 mmol, 64.3%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883796B2
Source datasetuspto-grants-2014_11
ORD IDord-9054b7bb75124ffa982ebcd6d7142cc6
Source noteuspto-grants-2014_11