HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,1-Dimethoxyethyl(dimethyl)amine → 4-(2-Oxopropyl)pyridine-3-carbonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,1-Dimethoxyethyl(dimethyl)amine | HCID 87835 | — |
| Edukt | 4-Methyl-3-cyanopyridine | HCID 227806 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 4-(2-Oxopropyl)pyridine-3-carbonitrile | HCID 21919775 | 69% |
Reaktionsschritte
A solution of 4-methyl-3-cyanopyridine (4 g, 33.9 mmol) and N,N-dimethylacetamide dimethylacetal (5.4 g, 40.6 mmol) in dry DMF (20 ml) was stirred at 130° for 7 h. The volatiles were removed in vacuo to afford a dark oil which solidified on standing. This material was chromatographed (SiO2; 50% EtOAc/Hexane—100% EtOAc) affording the title compound as an off-yellow solid (3.73 g, 69%). δH (CDCl3) 8.87 (1H, s), 8.74 (1H, d, J 5.2 Hz), 7.28 (1H, d, J 5,2 Hz), 4.00 (2H, s) and 2.36 (3H, s); m/z (ES+, 70V) 161 (MH+).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07531549B2 |
| Quelldatensatz | uspto-grants-2009_05 |
| ORD ID | ord-723e890102d143da9e52bbf6d28febd7 |
| Quellennotiz | uspto-grants-2009_05 |