HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ammonia → 2-Furanacetonitrile, alpha-amino-
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ammonia | HCID 222 | — |
| Edukt | Furfural | HCID 7362 | — |
| Edukt | Sodium Cyanide | HCID 8929 | — |
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | Ammonia methanol | HCID 21705897 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | 2-Furanacetonitrile, alpha-amino- | HCID 11147706 | — |
Reaktionsschritte
Furfural (1.0 equiv) is mixed with NaCN (1.1 equiv) and NH4Cl (1.1 equiv) in 2 Molar NH3/MeOH (4 equiv NH3). The flask is fitted with a reflux condenser and mixture is refluxed. At the end of each of the first 3 h an additional equivalent of NH3 in MeOH is added. The reaction mixture is cooled and the excess solids are filtered away on a frit. The filtrate is concentrated by rotary evaporation and the residue is triturated with diethyl ether and the mixture is filtered again. The filtrate is concentrated on a rotovap. The product is purified, if necessary, by flash chromatography on silica gel with EtOAc/hexanes as an eluent to yield amino-cyano-(furan-2-yl)methane.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06936606B2 |
| Quelldatensatz | uspto-grants-2005_08 |
| ORD ID | ord-b2d95a6cab124d4493b35da172c7f5e9 |
| Quellennotiz | uspto-grants-2005_08 |