HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylene glycol monomethyl ether → 4-(2-(2-(2-Methoxyethoxy)ethoxy)ethoxy)phthalonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylene glycol monomethyl ether | HCID 8178 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 1,2-Benzenedicarbonitrile, 4-nitro- | HCID 97443 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 4-(2-(2-(2-Methoxyethoxy)ethoxy)ethoxy)phthalonitrile | HCID 19065531 | 45% |
Reaktionsschritte
A mixture of 4-nitrophthalonitrile (1.73 g, 10 mmol), triethylene glycol monomethyl ether (1.52 g, 10 mmol) and dried potassium carbonate (2.76 g, 20 mmol) in anhydrous DMF (15 mL) was stirred overnight at ambient temperature under argon. The solvents were removed in vacuo, and the crude product was purified by column chromatography on silica gel using dichloromethane/methanol mixture (97:3) as an eluent to give the product in 45% yield. [1H NMR (δ, ppm, CDCl3): 7.70 (d, 1H, J=8.7 Hz), 7.31 (d, 1H, J=2.5 Hz), 7.23 (dd, 1H, J=8.7 Hz, J=2.5 Hz), 4.22 (m, 2H), 3.88 (m, 2H), 3.6-3.75 (m, 6H), 3.53 (m, 2H), 3.37 (s, 3H).]
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08524891B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-128614155516453eb32cc2eb5f74fba1 |
| Quellennotiz | uspto-grants-2013_09 |