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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 342041Erstellt: 25. Oktober 2026

Benzylamine → 1-(1-Benzylamino-1-cyanomethyl)-1-ethoxycarbonylcyclopropane

https://huagongshe.com/reaction/342041

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzylamineHCID 7504—
EduktPotassium CyanideHCID 9032—
EduktEthyl 1-formylcyclopropanecarboxylateHCID 9964122—
EduktSodium BisulfiteHCID 23665763—
LösungsmittelEthanolHCID 702—
LösungsmittelWaterHCID 962—
Produkt1-(1-Benzylamino-1-cyanomethyl)-1-ethoxycarbonylcyclopropaneHCID 1539104679%

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

An eggplant type flask was charged with 501 mg of ethyl 1-formylcyclopropane-1-carboxylate and 2 ml of water to which were further added 1.13 g of sodium hydrogen sulfite and 345 mg of potassium cyanide. Thereto was added dropwise 564 mg of benzylamine dissolved in 5 ml of ethanol at room temperature, followed by 2.5 hours of stirring the reaction solution at 50° C. After confirming completion of the reaction, the reaction solution was mixed with ice water and extracted with ethyl acetate. Next, the resulting organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and, after removing insoluble matter by filtration, concentrated under a reduced pressure. Thereafter, the resulting residue was subjected to a silica gel column chromatography (hexane:ethyl acetate=3:1) to obtain 717 mg (79%) of the title compound in the form of colorless oil. Spectrum data of the thus obtained oily product coincided with those of the compound of Inventive Example 2.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05856518
Quelldatensatzuspto-grants-1999_01
ORD IDord-aa72cbc4646e4f62a6622ce558e7dbc7
Quellennotizuspto-grants-1999_01