Benzyl Bromide → 8-Benzyloxy-3-methyl-1H-quinolin-2-one

HRID 244767

Reaktionsgleichung

Reaktionsgleichung von HRID 244767
[CH2:1](Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[OH:15][C:16]1[CH:17]=[CH:18][CH:19]=[C:20]2[C:25]=1[NH:24][C:23](=[O:26])[C:22]([CH3:27])=[CH:21]2>CC(C)=O>[CH2:1]([O:15][C:16]1[CH:17]=[CH:18][CH:19]=[C:20]2[C:25]=1[NH:24][C:23](=[O:26])[C:22]([CH3:27])=[CH:21]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 4409863-Methyl-quinolin-2,8-diol

Produkt 1

HCID 224992238-Benzyloxy-3-methyl-1H-quinolin-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

Benzyl bromide (1.28 mL) is added to a suspension of potassium carbonate (2.98 g) in a solution of 8-hydroxy-3-methyl-1H-quinolin-2-one (1.26 g) in acetone (36 mL) at room temperature. The reaction mixture is refluxed for 18 hours, filtered, evaporated and purified by flash column chromatography on silica gel, eluting with 2% methanol in dichloromethane.

Aufarbeitung

  1. temperatureThe reaction mixture is refluxed for 18 hours
  2. filtrationfiltered
  3. customevaporated
  4. custompurified by flash column chromatography on silica gel
  5. washeluting with 2% methanol in dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-9335fb91b5654477aa63ba31b8ec8888
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08658673B2

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