HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Diethyl Ether → (+/-)-cis-6-(Cyanomethyl)-1,3-dioxane-4-acetic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Diethyl Ether | HCID 3283 | — |
| Edukt | (+/-)-cis-6-(2-Oxoethyl)-1,3-dioxane-4-acetonitrile | HCID 86744693 | — |
| Edukt | Jones' reagent | HCID 131709961 | — |
| Lösungsmittel | Acetone | HCID 180 | — |
| Produkt | (+/-)-cis-6-(Cyanomethyl)-1,3-dioxane-4-acetic acid | HCID 15045148 | — |
Reaktionsschritte
Jones reagent (chromium trioxide-sulfuric acid-water), 3.8 mL (97.6 mmol), is added dropwise to a 0° C. solution of (±)-cis-6-(2-oxoethyl)-1,3-dioxane-4-acetonitrile, 1.29 g of (7.6 mmol), dissolved in 50 mL of acetone until the orange color is not discharged. After stirring a further 15 minutes, the mixture is poured into 300 mL of diethyl ether and washed with brine until the aqueous washes are colorless. The diethyl ether layer is dried (magnesium sulfate), filtered, and concentrated to provide 1.2 g of (±)-cis-6-(cyanomethyl)-1,3-dioxane-4-acetic acid as a colorless solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05245047 |
| Quelldatensatz | uspto-grants-1993_09 |
| ORD ID | ord-bb6410a0138c4ef592942e2835802a42 |
| Quellennotiz | uspto-grants-1993_09 |