HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sulfuric Acid → Ethyl 3-cyano-4,4,5,5,5-pentafluoro-3-hydroxypentanoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sulfuric Acid | HCID 1118 | — |
| Edukt | Potassium Cyanide | HCID 9032 | — |
| Edukt | Ethyl 4,4,5,5,5-Pentafluoro-3-oxovalerate | HCID 522203 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | Ethyl 3-cyano-4,4,5,5,5-pentafluoro-3-hydroxypentanoate | HCID 86646544 | — |
Reaktionsbedingungen
| Temperatur | 0 °C |
|---|
Reaktionsschritte
A solution of KCN (1.4 eq.) in water (0.5 M) was added with stirring to an ice-cooled solution of ethyl 4,4,5,5,5-pentafluoro-3-oxopentanoate (1 eq.) in EtOH and water (40:60 vol). The mixture was stirred for 6 h at 0° C. and then acidified with 6N sulphuric acid and extracted with Et2O. The organic phase was dried (Na2SO4), and the solvents were removed under reduced pressure. The residue was vacuum distilled. The product fraction was collected at 74-76° C./0.5 mbar. (400 MHz, CDCl3) δ: 5.88 (1H, s), 4.40-4.23 (2H, m), 3.04 (1H, s), 1.33 (3H, t, J=7.1 Hz).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08268827B2 |
| Quelldatensatz | uspto-grants-2012_09 |
| ORD ID | ord-8896f9ccbbb048a8acabd0b92b467d4a |
| Quellennotiz | uspto-grants-2012_09 |