n-[2-(3-Methoxybenzoyl)-4-[2-(4-chlorophenyl)-1,3-dioxolan-2-yl]phenyl]acetamide → 6-[2-(4-Chlorophenyl)-1,3-dioxolan-2-yl]-4-(3-methoxyphenyl)-2(1h)-quinolinone

HRID 564831Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 564831
CC(C)([O-])C.[K+].[CH3:7][O:8][C:9]1[CH:10]=[C:11]([CH:36]=[CH:37][CH:38]=1)[C:12]([C:14]1[CH:19]=[C:18]([C:20]2([C:25]3[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=3)[O:24][CH2:23][CH2:22][O:21]2)[CH:17]=[CH:16][C:15]=1[NH:32][C:33](=[O:35])[CH3:34])=O>COCCOC>[Cl:31][C:28]1[CH:27]=[CH:26][C:25]([C:20]2([C:18]3[CH:19]=[C:14]4[C:15](=[CH:16][CH:17]=3)[NH:32][C:33](=[O:35])[CH:34]=[C:12]4[C:11]3[CH:36]=[CH:37][CH:38]=[C:9]([O:8][CH3:7])[CH:10]=3)[O:21][CH2:22][CH2:23][O:24]2)=[CH:30][CH:29]=1

Komponenten

4

Edukt 2

HCID 22714356n-[2-(3-Methoxybenzoyl)-4-[2-(4-chlorophenyl)-1,3-dioxolan-2-yl]phenyl]acetamideHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 227143486-[2-(4-Chlorophenyl)-1,3-dioxolan-2-yl]-4-(3-methoxyphenyl)-2(1h)-quinolinoneAusbeute 123 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 80711,2-DimethoxyethaneLösungsmittel

Versuchsvorschrift

Potassium tert-butoxide (33 g) was added portionwise at room temperature to a solution of interm. (5-d) (36.4 g) in 1,2-dimethoxyethane (350 ml) and the mixture was stirred at room temperature overnight. The mixture was hydrolized and extracted with DCM. The organic layer was dried (MgSO4), filtered off and evaporated till dryness. The product was used without further purification, yielding 43 g of 6-[2-(4-chlorophenyl)-1,3-dioxolan-2-yl]-4-(3-methoxyphenyl)-2(1H)-quinolinone (interm. 5-e).

Aufarbeitung

  1. extractionextracted with DCM
  2. dry with materialThe organic layer was dried (MgSO4)
  3. filtrationfiltered off
  4. customevaporated till dryness
  5. customThe product was used without further purification

Quellen und Nachweise

ORD-Eintrag
ord-15297f9de2b7487a992808e8e45c3e7c
Quelldatensatz
uspto-grants-2001_01
Patentnummer
US06169096A

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