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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1198355Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/1198355

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 (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
PatentnummerUS05280126
Quelldatensatzuspto-grants-1994_01
ORD IDord-190caf9e448c418e8a020b5c0b71163a
Quellennotizuspto-grants-1994_01