HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1-Iodo-3-nitrobenzene → Tert-butyl 4-(3-nitrophenyl)piperazine-1-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1-Iodo-3-nitrobenzene | HCID 12574 | — |
| Edukt | Tri-o-tolylphosphine | HCID 80271 | — |
| Edukt | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Edukt | Sodium t-butoxide | HCID 23676156 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | Tert-butyl 4-(3-nitrophenyl)piperazine-1-carboxylate | HCID 22330126 | 54% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06552022B1 |
| Quelldatensatz | uspto-grants-2003_04 |
| ORD ID | ord-3e6f4f4adc4544aa9e6884a8a24e610d |
| Quellennotiz | uspto-grants-2003_04 |