1,4-Naphthoquinone → HCID 11024734, Verbindung

HRID 273913Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 273913
[C:1]1(=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[CH:3]=[CH:2]1.[CH:13]([NH:17][C:18](=[O:27])[O:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[CH:14][CH:15]=[CH2:16]>[Cu]Cl.N1C=CC=CC=1>[CH2:20]([O:19][C:18]([NH:17][C:13]1[C:2]2[C:1](=[O:12])[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[C:4](=[O:11])[C:3]=2[CH:16]=[CH:15][CH:14]=1)=[O:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Komponenten

5

Edukt 2

HCID 85301,4-NaphthoquinoneHCID 329894HCID 329894, Verbindung

Produkt 1

HCID 11024734HCID 11024734, VerbindungAusbeute 89,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 62652Cuprous chlorideKatalysatorHCID 1049PyridineLösungsmittel

Versuchsvorschrift

0.79 g of 1,4-naphthoquinone, 1.07 g of benzyl N-butadienylcarbamate, 25 mg of copper(I) chloride and 25 ml of pyridine were stirred at 25° C. for 30 hours under a gentle stream of air and the solution was then concentrated in vacuo. The residue was taken up in chloroform, the solution was extracted with 2N hydrochloric acid and the organic phase was concentrated in vacuo. 1.60 g of 1-benzyloxycarbonylaminoanthraquinone (83% pure; 75% of theory) were obtained.

Aufarbeitung

  1. concentrationthe solution was then concentrated in vacuo
  2. extractionthe solution was extracted with 2N hydrochloric acid
  3. concentrationthe organic phase was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-619a42ef13084a79878c82376376f7d1
Quelldatensatz
uspto-grants-1995_02
Patentnummer
US05387704

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