HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Pyridine → Ethyl 3-acetamido-2-oxobutanoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Pyridine | HCID 1049 | — |
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | N-Acetyl-L-alanine | HCID 88064 | — |
| Katalysator | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | Ethyl 3-acetamido-2-oxobutanoate | HCID 22245807 | — |
Reaktionsschritte
52 g (396 mmol) of acetylalanine were dissolved in 800 ml of THF, and 45 mg (0.4 mmol) of 4-dimethylaminopyridine and 96 ml (1188 mmol) of pyridine were added. The mixture was heated to reflux, and 88 ml (792 mmol) of ethyl oxalyl chloride were added dropwise over a period of 45 min. The mixture was stirred at reflux for a further 3 h. The reaction mixture was added to ice-water, ethyl acetate was added and the mixture was extracted. The organic phase was washed with saturated aqueous sodium chloride solution, dried over sodium sulfate and concentrated on a rotary evaporator. The crude mixture was reacted further without any further purification.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09434731B2 |
| Quelldatensatz | uspto-grants-2016_09 |
| ORD ID | ord-128e4ba877f94bf5af5cdbccba9152a0 |
| Quellennotiz | uspto-grants-2016_09 |