HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 6-(4-Formyl-2-methylphenoxy)nicotinonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 4-Hydroxy-3-methylbenzaldehyde | HCID 139901 | — |
| Edukt | 6-Chloro-3-pyridinecarbonitrile | HCID 5152094 | — |
| Lösungsmittel | Dimethylacetamide | HCID 31374 | — |
| Produkt | 6-(4-Formyl-2-methylphenoxy)nicotinonitrile | HCID 59730245 | 89,4% |
Reaktionsschritte
Combine 4-hydroxy-3-methyl-benzaldehyde (0.502 g, 3.69 mmol), 6-chloro-nicotinonitrile (0.510 g, 3.68 mmol), and potassium carbonate (1.28 g, 9.26 mmol) in dimethylacetamide (18 mL) and warm to 100° C. After 1 h, cool to ambient temperature, dilute reaction mixture with water (40 mL), and extract with ethyl acetate (3×50 mL). Wash combined organic extracts with water and brine successively, dry over anhydrous magnesium sulfate, filter, and concentrate. Purify the residue by silica gel chromatography (hexanes→ethyl acetate gradient/1.5 L) to provide 0.784 g (89%) of the title compound as a light brown solid: mass spectrum (electrospray): m/z=239.0 (M+1);
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07381719B2 |
| Quelldatensatz | uspto-grants-2008_06 |
| ORD ID | ord-61fa8ecdafb44ee882ddcb421775cd98 |
| Quellennotiz | uspto-grants-2008_06 |