HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Diethyl Ether → 3-tert-Butoxy-5-fluoropyrazine-2-carboxaldehyde
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Diethyl Ether | HCID 3283 | — |
| Edukt | 18-Crown-6 | HCID 28557 | — |
| Edukt | Potassium Fluoride | HCID 522689 | — |
| Edukt | 3-Tert-butoxy-5-chloropyrazine-2-carboxaldehyde | HCID 22248202 | — |
| Katalysator | Tetraphenylphosphonium Bromide | HCID 2724163 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 3-tert-Butoxy-5-fluoropyrazine-2-carboxaldehyde | HCID 22248252 | 3,4% |
Reaktionsschritte
After dissolving 5.86 g of the crude 3-tert-butoxy-5-chloropyrazine-2-carboxaldehyde in 55 ml of acetonitrile, 4.77 g of potassium fluoride, 1.13 g of tetraphenylphosphonium bromide and 0.71 g of 18-crown-6 were added and the mixture was heated to reflux for 4 hours. Diethyl ether was added to the reaction mixture, the insoluble portion was filtered out, and the filtrate was distilled off under reduced pressure. Ethyl acetate was added to the residue, the insoluble portion was filtered out, and the filtrate was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (solvent: toluene/ethyl acetate) to obtain the title compound (183 mg, 3% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07265108B2 |
| Quelldatensatz | uspto-grants-2007_09 |
| ORD ID | ord-8d8a4b5835b047d2afa733c7d4e8fec0 |
| Quellennotiz | uspto-grants-2007_09 |