HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium hydride → 4-[2-(5-Methyl-2-phenyl-4-oxazolyl)ethoxy]cinnamonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | Diethyl (cyanomethyl)phosphonate | HCID 75676 | — |
| Edukt | 4-[2-(5-Methyl-2-phenyloxazol-4-yl)ethoxy]benzaldehyde | HCID 10757106 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 4-[2-(5-Methyl-2-phenyl-4-oxazolyl)ethoxy]cinnamonitrile | HCID 53662972 | 85% |
Reaktionsschritte
Sodium hydride (60% in oil, 2.0 g) was added, in small portions at 0° C. a solution of diethyl cyanomethylphosphonate (8.2 g) in tetrahydrofuran (150 ml). The mixture was stirred for about 15 minutes, to which was added 4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]benzaldehyde (13.0 g), and the mixture was stirred for 30 minutes at room temperature. The reaction mixture was poured into ice-water, which was subjected to extraction with ethyl acetate. The ethyl acetate layer was washed with water and dried (MgSO4), then the solvent was distilled off to leave 4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]cinnamonitrile (11.8 g, 85%). The product was recrystallized from ethyl acetate--hexane to give colorless needles, m.p.112°-113° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05591862 |
| Quelldatensatz | uspto-grants-1997_01 |
| ORD ID | ord-12d6a4b2e7c5455cb01963c85d03fe6b |
| Quellennotiz | uspto-grants-1997_01 |