HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 2-Methylpyridine-3-carbonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Trifluoroacetic anhydride | HCID 9845 | — |
| Edukt | 2-Methylnicotinamide | HCID 12243705 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 2-Methylpyridine-3-carbonitrile | HCID 4738308 | 75,2% |
Reaktionsschritte
To a suspension of 2-methylnicotinamide from step 1 (11.1 g, 0.081 mol) in triethylamine (24.8 g, 0.243 mol) and 400 mL of methylene chloride was added trifluoroacetic anhydride (21.0 g, 0.100 mol) rapidly at 0° C. The reaction was complete after a few minutes at this temperature. Water was added and the aqueous layer was extracted with methylene chloride. The combined organic layers were washed with water, brine and dried over magnesium sulfate. After filtration, the filtrate was concentrated and the residue was purified by chromatography on silica gel (ethyl acetate/hexane, 1:1) to give 7.2 g of 3-cyano-2methylpyridine as a pale yellow solid (75%): mp(DSC) 56°-58° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05616601 |
| Quelldatensatz | uspto-grants-1997_04 |
| ORD ID | ord-9673fb8c9ca943f59b6b5e1aa4a9ca27 |
| Quellennotiz | uspto-grants-1997_04 |