HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Diisopropylethylamine → 2-(5-Dodecyl-[1,2,4]oxadiazol-3-yl)-2-phenyl-N-(2,4,6-trimethoxy-phenyl)-acetamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | Tridecanoyl chloride | HCID 87288 | — |
| Edukt | alpha-[(hydroxyamino)iminomethyl]-N-(2,4,6-trimethoxyphenyl)-benzeneacetamide | HCID 70113100 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 2-(5-Dodecyl-[1,2,4]oxadiazol-3-yl)-2-phenyl-N-(2,4,6-trimethoxy-phenyl)-acetamide | HCID 10840101 | 62% |
Reaktionsschritte
Tridecanoyl chloride (15.08 g, 0.061 mol) was added to a mixture of α-[(hydroxyamino)iminomethyl]-N-(2,4,6-trimethoxyphenyl)-benzene acetamide (19.8 g, 0.055 mol), Hunig's base (10.6 mL, 0.061 mol), and THF (200 mL). The mixture was stirred in THF at room temperature for 2 hours, then concentrated in vacuo and dissolved in glacial acetic acid (50 mL) and refluxed for 2 hours, then concentrated in vacuo, azeotroped with toluene (2×250 mL), and columned on silica gel eluting with 35% ethyl acetate in hexanes to yield a white solid (12.1 g, 62%) .
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05366987 |
| Quelldatensatz | uspto-grants-1994_11 |
| ORD ID | ord-2f2f02ab6a9145dfaa73f75e8156bca3 |
| Quellennotiz | uspto-grants-1994_11 |