HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3-Pyridinecarboxylic acid, 4-(trifluoromethyl)- → Tert-butyl 3-amino-3-(4-trifluoromethyl-3-pyridinecarbonyloxyimino)propionate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 3-Pyridinecarboxylic acid, 4-(trifluoromethyl)- | HCID 2777549 | — |
| Edukt | Bis-(1H-imidazol-2-YL)-methanone | HCID 5250894 | — |
| Edukt | tert-butyl 2-(N'-hydroxycarbamimidoyl)acetate | HCID 76589802 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | Tert-butyl 3-amino-3-(4-trifluoromethyl-3-pyridinecarbonyloxyimino)propionate | HCID 53931299 | 51,6% |
Reaktionsschritte
30 g of 4-trifluoromethyl-3-pyridinecarboxylic acid is initially charged in 150 ml of dry THF and, a little at a time, admixed with 25.3 g of carbonyl-diimidazole. The mixture is stirred at room temperature for 30 min. 27.2 g of tert-butoxycarbonylacetamide oxime dissolved in 150 ml of THF are then added dropwise. The mixture is stirred overnight, the solvent is evaporated and the residue is taken up in ethyl acetate, washed three times with 1 M sulfuric acid and once with saturated sodium bicarbonate solution. Concentration of the ethyl acetate phase gives 28 g of the product as a pale yellow solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06699853B2 |
| Quelldatensatz | uspto-grants-2004_03 |
| ORD ID | ord-9015caa220024c63a392dc2d18aba4db |
| Quellennotiz | uspto-grants-2004_03 |