HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → 4-Allyl-4-benzyl-2-phenyl-2-oxazolin-5-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Allyl acetate | HCID 11584 | — |
| Edukt | N,N,N',N',N''-Pentamethylguanidine | HCID 139457 | — |
| Edukt | 4-Benzyl-2-phenyl-2-oxazolin-5-one | HCID 2756650 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 4-Allyl-4-benzyl-2-phenyl-2-oxazolin-5-one | HCID 23290207 | — |
Reaktionsschritte
Allyl acetate (21.6 μL, 200 μmol) was added to a solution of triethylamine (56 μL, 400 μmol) or pentamethylguanidine (51.7 mg, 400 μmol) and 4-benzyl-2-phenyl-2-oxazolin-5-one (450 μmol) in acetonitrile (1 mL). Then a preformed solution of bis(η3 -allyl)di-,μ-chlorodipalladium (II) (1.8 mg, 4.9 μmol) and ligand 1 (10.4 mg, 15.1 μmol) in acetonitrile (1 mL) was added via cannula. The reaction mixture was quenched with aqueous phosphate buffer (pH 7, 40 ml) and extracted with CH2Cl2 (3×30 mL). The combined organic layer was dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash chromatography on silica gel eluting with petroleum ether-AcOEt (95:5) to give 4-allyl-4-benzyl-2-phenyl-2-oxazolin-5-one. ##STR15##
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06130337 |
| Quelldatensatz | uspto-grants-2000_10 |
| ORD ID | ord-8effe37986404774ba5a0f798cddf652 |
| Quellennotiz | uspto-grants-2000_10 |