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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 714812Erstellt: 24. Oktober 2026

Acetic Acid → Ethyl 2-cyano-2-cyclopropylacetate

https://huagongshe.com/de/reaction/714812

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktDiethyl CarbonateHCID 7766—
EduktSodium hydrideHCID 24758—
EduktCyclopropylacetonitrileHCID 643447—
LösungsmittelWaterHCID 962—
LösungsmittelTolueneHCID 1140—
ProduktEthyl 2-cyano-2-cyclopropylacetateHCID 10606956—

Reaktionsschritte

To a solution of sodium hydride (60% in mineral oil, 38 g) and diethyl carbonate (97 mL) in toluene (240 mL) was added dropwise a solution of cyclopropylacetonitrile (32 g) in toluene (120 mL) over 40 min with heating under reflux, and the mixture was heated under reflux for additional 2 hr. The mixture was neutralized with acetic acid (120 mL) in an ice bath, water was added thereto, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was distilled (boiling point 69-72° C., 4.0 mmHg) to give the title compound (50 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09187453B2
Quelldatensatzuspto-grants-2015_11
ORD IDord-a8056b8feeef4ce19a2335a9680a46aa
Quellennotizuspto-grants-2015_11