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

HRID 1437389

Reaktionsgleichung

Reaktionsgleichung von HRID 1437389
[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-224b39315ef9427bafec00e63d3ef219
Quelldatensatz
uspto-grants-2009_11
Patentnummer
US07622483B2

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