HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethyl levulinate → trans-6-Cyano-4-(I,6-dihydro-3-methyl-6-oxopyridazin-1-yl)-2,2-dimethylchroman-3-ol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethyl levulinate | HCID 10883 | — |
| Edukt | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Edukt | Benzyltrimethylammonium hydroxide | HCID 66854 | — |
| Edukt | 6-methylpyridazin-3(2H)-one | HCID 83346 | — |
| Edukt | 2,2-Dimethyl-3,4-epoxy-6-cyanochroman | HCID 10867360 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | trans-6-Cyano-4-(I,6-dihydro-3-methyl-6-oxopyridazin-1-yl)-2,2-dimethylchroman-3-ol | HCID 67823752 | 38,8% |
Reaktionsschritte
A mixture is prepared which contains 1 g of 6-cyano-2,2-dimethyl-3,4-epoxychromane and 1.1 g of 6-methylpyridazin-3-one (prepared by the method described in J. Chem. Soc., 1947, p. 241, by reacting ethyl levulinate with hydrazine hydrate) in 10 ml of dioxane containing 0.1 ml of a 35% methanolic solution of benzyltrimethylammonium hydroxide. After 2 days at room temperature, the mixture is diluted with water and filtered, the material on the filter is dissolved in ethyl acetate, the water is then decanted and the organic phase is dried and concentrated. After recrystallization from an ethyl acetate/isopropyl ether mixture, 0.6 g of the expected product is obtained.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05284838 |
| Quelldatensatz | uspto-grants-1994_02 |
| ORD ID | ord-b77f316b6fdf4118aa48e5154e6ea792 |
| Quellennotiz | uspto-grants-1994_02 |