HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Piperazine → 1-(3-Fluorophenyl)piperazine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Piperazine | HCID 4837 | — |
| Edukt | 1-Bromo-3-fluorobenzene | HCID 14082 | — |
| Edukt | Binap, (A+-)- | HCID 634876 | — |
| Edukt | Sodium t-butoxide | HCID 23676156 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 1-(3-Fluorophenyl)piperazine | HCID 77418 | — |
Reaktionsschritte
1 g (5.71 mmol) of 3-fluorobromobenzene and 2.95 g (34.29 mmol) of piperazine are dissolved in 20 ml of toluene, and 0.77 g (8 mmol) of sodium tert-butoxide is added. In the presence of 0.11 g (0.17 mmol) of BINAP and 0.05 g (0.06 mmol) of tris(dibenzylideneacetone)dipalladium, the mixture is then stirred under reflux overnight. After cooling, ethyl acetate is added and the mixture is washed with water. The mixture is then extracted with 1N hydrochloric acid, and the aqueous phase is washed with ethyl acetate. The pH is adjusted to 8–9 and the mixture is then extracted with dichloromethane. The organic phase is dried over magnesium sulphate and the solvent is removed, giving the target compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07196086B2 |
| Quelldatensatz | uspto-grants-2007_03 |
| ORD ID | ord-83ceb8398b0a4c5a9a0c9f3f58d2e4e7 |
| Quellennotiz | uspto-grants-2007_03 |