HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Bromoethene → 2-Methyl-5-(1,2-oxazol-3-yl)pyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Bromoethene | HCID 11641 | — |
| Edukt | Bis(tributyltin) oxide | HCID 16682746 | — |
| Edukt | N-hydroxy-6-methylnicotinimidoyl chloride | HCID 72574142 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 2-Methyl-5-(1,2-oxazol-3-yl)pyridine | HCID 59834812 | — |
Reaktionsschritte
To crude N-hydroxy-6-methylnicotinimidoyl chloride in 10 mL toluene was added vinyl bromide (1 M in THF, 11 mL, 11.0 mmol), followed by bis(tributyltin)oxide (2.12 g, 1.87 mL, 3.67 mmol). The reaction mixture was stirred at room temperature for 5 h and then concentrated. The crude product was purified by automated silica gel chromatography (eluted with ethyl acetate-hexanes) to isolate 155 mg (26%, for two steps) of the title compound as a white solid. HPLC/MS: retention time=0.39 min, [M+H]+=161.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07572808B2 |
| Quelldatensatz | uspto-grants-2009_08 |
| ORD ID | ord-cbf8d9f4ea894bda832e1802bbaca2ce |
| Quellennotiz | uspto-grants-2009_08 |