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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1267113Erstellt: 24. Oktober 2026

1-Iodo-3-nitrobenzene → Tert-butyl 4-(3-nitrophenyl)piperazine-1-carboxylate

https://huagongshe.com/de/reaction/1267113

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Iodo-3-nitrobenzeneHCID 12574—
EduktTri-o-tolylphosphineHCID 80271—
Edukttert-Butyl piperazine-1-carboxylateHCID 143452—
EduktSodium t-butoxideHCID 23676156—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelDiethyl EtherHCID 3283—
Lösungsmittel1,4-DioxaneHCID 31275—
ProduktTert-butyl 4-(3-nitrophenyl)piperazine-1-carboxylateHCID 2233012654%

Reaktionsschritte

To a solution of 1-iodo-3-nitro-benzene (9 g), piperazine-1-carboxylic acid tert-butyl ester (13.5 g) and sodium tert-butoxide (9.7 g) in dioxane (150 mL) was added tris(dibenzylideneacetone)dipalladium (2 g) and tri-o-tolylphosphine (2.2 g) and the mixture was heated at reflux for 24 hours. The solution was then cooled to room temperature, taken in Et2O and washed with brine. The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure. The crude residue was recrystallized from diisopropyl ether to give the title compound (6 g) as a yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06552022B1
Quelldatensatzuspto-grants-2003_04
ORD IDord-3e6f4f4adc4544aa9e6884a8a24e610d
Quellennotizuspto-grants-2003_04