Acetyl chloride → 1-(6-Methoxy-2,2,4-trimethylquinolin-1(2H)-yl)ethan-1-one

HRID 2382297Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2382297
[C:1](Cl)(=[O:3])[CH3:2].[CH3:5][O:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[NH:13][C:12]([CH3:18])([CH3:17])[CH:11]=[C:10]2[CH3:19]>N1C=CC=CC=1>[C:1]([N:13]1[C:14]2[C:9](=[CH:8][C:7]([O:6][CH3:5])=[CH:16][CH:15]=2)[C:10]([CH3:19])=[CH:11][C:12]1([CH3:18])[CH3:17])(=[O:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 6367Acetyl chlorideHCID 421426HCID 421426, Verbindung

Produkt 1

HCID 133701081-(6-Methoxy-2,2,4-trimethylquinolin-1(2H)-yl)ethan-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

Acetyl chloride (8 ml) was added dropwise to a cooled (0° C.) solution of 1,2-dihydro-6-methoxy-2,2,4-trimethylquinoline (1.7 g) and a catalytic amount of N,N-dimethylaminopyridine in pyridine (60 ml). After stirring for 18 h, the reaction mixture was concentrated in vacuo. The residue was dissolved in dichloromethane and washed with 1 M HCl, water, 5% aq. NaHCO3, water and brine. The organic layer was dried (MgSO4) and concentrated in vacuo. The residue was chromatographed on silicagel in dichloromethane as eluent.

Aufarbeitung

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. dissolutionThe residue was dissolved in dichloromethane
  3. washwashed with 1 M HCl, water, 5% aq. NaHCO3, water and brine
  4. dry with materialThe organic layer was dried (MgSO4)
  5. concentrationconcentrated in vacuo
  6. customThe residue was chromatographed on silicagel in dichloromethane as eluent

Quellen und Nachweise

ORD-Eintrag
ord-47c72612624347fea88cc9938789c2f1
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08258293B2

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