Ethyl cyanoacetate → Ethyl 1-cyanocyclopropanecarboxylate

HRID 1485048

Reaktionsgleichung

Reaktionsgleichung von HRID 1485048
[C:1]([CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5])#[N:2].C(=O)([O-])[O-].[K+].[K+].Br[CH2:16][CH2:17]Br>CC(C)=O>[C:1]([C:3]1([C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH2:17][CH2:16]1)#[N:2]

Komponenten

5

Edukt 3

HCID 7764Ethyl cyanoacetateHCID 78391,2-DibromoethaneHCID 11430Potassium Carbonate

Produkt 1

HCID 380810Ethyl 1-cyanocyclopropanecarboxylateAusbeute 97,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To a solution of ethyl cyanoacetate (11.8 g) in acetone (83.0 mL), potassium carbonate (43.1 g) and 1,2-dibromoethane (39.2 g) were added and the mixture was refluxed for 12 hours. After being cooled to room temperature, the reaction mixture was filtered through Celite (registered trademark). The filtrate was concentrated under reduced pressure and further dried under reduced pressure with heating to give ethyl 1-cyanocyclopropanecarboxylate as a red oil (14.2 g).

Aufarbeitung

  1. temperaturethe mixture was refluxed for 12 hours
  2. filtrationthe reaction mixture was filtered through Celite (registered trademark)
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. customfurther dried under reduced pressure
  5. temperaturewith heating

Quellen und Nachweise

ORD-Eintrag
ord-650f3f851e6e4dbd963a263cf0dcaa28
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09422240B2

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