Methyl acetoacetate → Methyl 1-acetylcyclopropane-1-carboxylate

HRID 83581Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 83581
[C:1]([O:7][CH3:8])(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].C(=O)([O-])[O-].[K+].[K+].Br[CH2:16][CH2:17]Br>CC(C)=O>[CH3:8][O:7][C:1]([C:2]1([C:3](=[O:4])[CH3:5])[CH2:17][CH2:16]1)=[O:6]

Komponenten

5

Edukt 3

HCID 7757Methyl acetoacetateHCID 78391,2-DibromoethaneHCID 11430Potassium Carbonate

Produkt 1

HCID 10214400Methyl 1-acetylcyclopropane-1-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

To a solution of methyl acetoacetate (3 ml) in acetone (30 ml) were sequentially added potassium carbonate (11.54 g) and 1,2-dibromoethane (2.4 ml) at room temperature, and the mixture was stirred at 65° C. for 17 hours. This reaction mixture was filtered, the filtrate was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=10/1) to give the titled compound (2.17 g).

Aufarbeitung

  1. customat room temperature
  2. filtrationThis reaction mixture was filtered
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customthe resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=10/1)

Quellen und Nachweise

ORD-Eintrag
ord-6de4f53d1c7c4a7686de67513f7896dc
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846746B2

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