HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Toluene → 1-[3-(3-Thienyl)phenyl]piperazine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Toluene | HCID 1140 | — |
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | Thiophene-3-boronic acid | HCID 581760 | — |
| Edukt | 1-(3-Bromophenyl)piperazine | HCID 2757154 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 1-[3-(3-Thienyl)phenyl]piperazine | HCID 58985140 | 83,8% |
Reaktionsschritte
A mixed solution of 1-(3-bromophenyl)-piperazine (300 mg, 1.24 mmol), 3-thienylboronic acid (239 mg, 1.87 mmol), tetrakis(triphenylphosphine)palladium (173 mg, 0.149 mmol), 2N aqueous solution of sodium carbonate (4.98 ml, 9.95 mmol), and toluene (12 ml) was stirred at 95° C. for 15 hours under a nitrogen atmosphere. After cooling to room temperature, water was poured into the reaction solution, and extracted with ethyl acetate. The extract was washed with water, dried over anhydrous magnesium sulfate, and the solvent was distilled away under reduce pressure. The residue was purified by basic silica gel column chromatography (ethyl acetate) to give the titled compound 254 mg (83.5%) as an oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07812025B2 |
| Quelldatensatz | uspto-grants-2010_10 |
| ORD ID | ord-a3460c4451564704923857d88a360514 |
| Quellennotiz | uspto-grants-2010_10 |