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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 504Generated: October 23, 2026

Piperazine → 1-(2-Chlorophenyl)piperazine

https://huagongshe.com/en/reaction/504

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperazineHCID 4837—
Reactant1-Bromo-2-chlorobenzeneHCID 12754—
ReagentSodium t-butoxideHCID 23676156—
CatalystBinap, (A+-)-HCID 634876—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
Product1-(2-Chlorophenyl)piperazineHCID 41562843.8%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a stirred sol of 1-bromo-2-chlorobenzene (0.606 mL, 5.22 mmol) in toluene (10 mL) was added Pd2(dba)3 (0.239 g, 0.26 mmol), BINAP (0.163 g, 0.26 mmol), sodium tert-butoxide (0.753 g, 7.83 mmol) and piperazine (1.350 g, 15.67 mmol) and the resulting sol was heated at 110 °C for 16h. Cooled to rt, filtered through a celeite pad, volatiles were evaporated off and residue was column chromatographed (DCM:MeOH 90:10) to afford 1-(2-chlorophenyl)piperazine (0.450 g, 43.8 %) as a gum.

Provenance & Evidence

Source dataset750 AstraZeneca ELN dataset
ORD IDord-7b12b51966524113889660895d5b1caa
Source note750 AstraZeneca ELN dataset