4-Nitrobenzoyl chloride → 1-(4-Nitrobenzoyl)-1,2,3,4-tetrahydroquinoline

HRID 1603084Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1603084
[NH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+].[N+:17]([C:20]1[CH:28]=[CH:27][C:23]([C:24](Cl)=[O:25])=[CH:22][CH:21]=1)([O-:19])=[O:18]>CC(C)=O.O>[N+:17]([C:20]1[CH:21]=[CH:22][C:23]([C:24]([N:1]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH2:4][CH2:3][CH2:2]2)=[O:25])=[CH:27][CH:28]=1)([O-:19])=[O:18]

Komponenten

6

Edukt 3

HCID 85024-Nitrobenzoyl chlorideHCID 11430Potassium CarbonateHCID 694601,2,3,4-Tetrahydroquinoline

Produkt 1

HCID 37636931-(4-Nitrobenzoyl)-1,2,3,4-tetrahydroquinolineAusbeute 67,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 962WaterLösungsmittel2×

Versuchsvorschrift

To a solution of 1,2,3,4-tetrahydroquinoline (28.7 g) in acetone (400 ml) and water (200 ml) is added potassium carbonate (38.8 g), and thereto is added p-nitrobenzoyl chloride (40 g) under ice-cooling and the mixture is stirred at room temperature overnight. To the reaction mixture is added a suitable amount of water. The precipitated crystal is collected by filtration and dried to give 1-(4-nitrobenzoyl)-1,2,3,4-tetrahydroquinoline (40.8 g) as white powder, m.p. 86-88° C.

Aufarbeitung

  1. temperaturecooling
  2. filtrationThe precipitated crystal is collected by filtration
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-ff4e11a80a77437b821f09ddbfbb00a9
Quelldatensatz
uspto-grants-1999_11
Patentnummer
US05985869

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