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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 5704Erstellt: 23. Oktober 2026

Diethyl Ether → (+/-)-cis-6-(Cyanomethyl)-1,3-dioxane-4-acetic acid

https://huagongshe.com/de/reaction/5704

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiethyl EtherHCID 3283—
Edukt(+/-)-cis-6-(2-Oxoethyl)-1,3-dioxane-4-acetonitrileHCID 86744693—
EduktJones' reagentHCID 131709961—
LösungsmittelAcetoneHCID 180—
Produkt(+/-)-cis-6-(Cyanomethyl)-1,3-dioxane-4-acetic acidHCID 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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05245047
Quelldatensatzuspto-grants-1993_09
ORD IDord-bb6410a0138c4ef592942e2835802a42
Quellennotizuspto-grants-1993_09