Potassium Carbonate → Ethyl 2-[4-(cyanomethoxy)phenyl]-2-ethoxycarbonylacetate

HRID 53958Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 53958
[CH2:1]([O:3][C:4]([CH:6]([C:12]1[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5])[CH3:2].Br[CH2:20][C:21]#[N:22].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[C:21]([CH2:20][O:18][C:15]1[CH:14]=[CH:13][C:12]([CH:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[C:4]([O:3][CH2:1][CH3:2])=[O:5])=[CH:17][CH:16]=1)#[N:22]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 11534BromoacetonitrileHCID 12965552HCID 12965552, Verbindung

Produkt 1

HCID 21844455Ethyl 2-[4-(cyanomethoxy)phenyl]-2-ethoxycarbonylacetateAusbeute 84,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To 150 ml of acetone were added 14.58 g of ethyl 2-ethoxycarbonyl-2-(4-hydroxyphenyl)acetate, 8.8 g of bromoacetonitrile and 9.6 g of anhydrous potassium carbonate. After refluxing under heating for 5 hours, insoluble materials were removed by filtration, and the resulting filtrate was concentrated to dryness. The residue thus obtained was purified by silica gel column chromatography using toluene as an elution solvent, thereby obtaining 14.2 g of ethyl 2-[4-(cyanomethoxy)phenyl]-2-ethoxycarbonylacetate in the form of colorless oil.

Aufarbeitung

  1. temperatureAfter refluxing
  2. temperatureunder heating for 5 hours
  3. custominsoluble materials were removed by filtration
  4. concentrationthe resulting filtrate was concentrated to dryness
  5. customThe residue thus obtained
  6. customwas purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-92e292c17b7041b783fe9f1f201a5d15
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05620991

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