HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 4-(3-Cyanopropyl)-6-methoxy-1,2-dihydronaphthalene
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Sodium Cyanide | HCID 8929 | — |
| Edukt | 4-(3-Bromopropyl)-6-methoxy-1,2-dihydronaphthalene | HCID 10423823 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Produkt | 4-(3-Cyanopropyl)-6-methoxy-1,2-dihydronaphthalene | HCID 21996462 | 93% |
Reaktionsschritte
A mixture of 4-(3-bromopropyl)-1,2-dihydro-6-methoxynaphthalene (10 g, 35.6 mmol.) and sodium cyanide (1.92 g, 39.1 mmol.) was stirred in dimethyl sulfoxide (20 ml) for one hour at room temperature. The reaction mixture was poured into water, then the organic substance was extracted with ethyl acetate. The extract solution was washed with a saturated aqueous saline solution and water, which was dried over anhydrous magnesium sulfate, followed by distilling off the solvent under reduced pressure. The residue thus obtained was purified by means of a silica gel column chromatography (ethyl acetate:hexane=1:9) to afford the titled compound. (7.5 g, yield 93%, oily).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05922771 |
| Quelldatensatz | uspto-grants-1999_07 |
| ORD ID | ord-381b895364f1406bba7b3387d796e5b0 |
| Quellennotiz | uspto-grants-1999_07 |