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Carbon Dioxide → HCID 68117788, Verbindung

HRID 597656
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 597656
[C:1]([O:4][C:5]1[CH:19]=[CH:18][C:8]([CH:9]=[C:10]([NH:14][C:15](=[O:17])[CH3:16])C(O)=O)=[CH:7][C:6]=1OC)(=[O:3])[CH3:2].[C:22](=O)=[O:23]>[Cu].N1C2C(=CC=CC=2)C=CC=1>[C:15]([NH:14][CH:10]=[CH:9][C:8]1[CH:7]=[CH:6][C:5]([O:4][C:1](=[O:3])[CH2:2][O:23][CH3:22])=[CH:19][CH:18]=1)(=[O:17])[CH3:16]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 280Carbon DioxideHCID 27543002-(Acetylamino)-3-[4-(acetyloxy)-3-methoxyphenyl]-2-propenoic acid

Produkt 1

HCID 68117788HCID 68117788, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23978CopperKatalysatorHCID 7047QuinolineLösungsmittel

Versuchsvorschrift

18.0 g (0.06 mol) of 4-acetoxy-α-acetylamino-3-methoxy-cinnamic acid are heated with 30 ml of quinoline and 1.2 g of copper powder to 160°-170° C for 3 hours, in the course of which carbon dioxide is evolved. Thereafter, the quinoline is distilled off under reduced pressure and the residual mass is taken up in ethyl acetate. After filtering off the copper powder, the ethyl acetate solution is extracted with 25 ml of 1 N hydrochloric acid and is then washed with water and subsequently with sodium bicarbonate solution. The organic phase is dried over sodium sulphate and thereafter the solvent is removed by distillation under reduced pressure. The resulting oil yields 4-(2-acetylaminovinyl)-2-methoxy-acetoxy-benzene, of melting point 169°-170° C, from ethyl acetate.

Aufarbeitung

  1. distillationThereafter, the quinoline is distilled off under reduced pressure
  2. filtrationAfter filtering off the copper powder
  3. extractionthe ethyl acetate solution is extracted with 25 ml of 1 N hydrochloric acid
  4. washis then washed with water and subsequently with sodium bicarbonate solution
  5. dry with materialThe organic phase is dried over sodium sulphate
  6. customthe solvent is removed by distillation under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-8a5624b696ed48938d95beb7a3d3c9c4
Quelldatensatz
uspto-grants-1977_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04014920

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