HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Potassium Permanganate → 1-Phenyl-1-[4-(4-pyridyl)-2-thiazolyl]methanone
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Potassium Permanganate | HCID 516875 | — |
| Edukt | 4-(2-Benzyl-1,3-thiazol-4-yl)pyridine | HCID 14096952 | — |
| Katalysator | Tetrahexylammonium iodide | HCID 75056 | — |
| Lösungsmittel | Benzene | HCID 241 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 1-Phenyl-1-[4-(4-pyridyl)-2-thiazolyl]methanone | HCID 14096958 | 18,8% |
Reaktionsschritte
To a mixture of 2-benzyl-4-(4-pyridyl)thiazole (3.00 g, 0.01 mol) and potassium permanganate (3.16 g, 0.02 mol) in benzene (30 mL) and water (60 mL) was added tetrahexyl ammonium iodide (0.96 g, 0.02 mol). The biphasic mixture was heated at reflux for 15 hours. After cooling the organic layer was separated and concentrated. The residue was taken up in ethyl acetate, filtered through silica gel, concentrated and chromatographed (ethyl acetate/hexane as eluant). Recrystallization from ethyl acetate/hexane afforded 1-phenyl-1-[4-(4-pyridyl)-2-thiazolyl]methanone (0.50 g, 11%). mp. 135°-136° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04725606 |
| Quelldatensatz | uspto-grants-1988_02 |
| ORD ID | ord-fdefa7a16d504159aa72430f307694ae |
| Quellennotiz | uspto-grants-1988_02 |