Water → 3-(benzyloxy)-5-bromo-1-methylpyridin-2(1H)-one

HRID 625932

Reaktionsgleichung

Reaktionsgleichung von HRID 625932
[CH2:1]([O:8][C:9]1[C:10](=[O:16])[NH:11][CH:12]=[C:13]([Br:15])[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:17]([O-])([O-])=O.[K+].[K+].IC.O>CN(C=O)C>[CH2:1]([O:8][C:9]1[C:10](=[O:16])[N:11]([CH3:17])[CH:12]=[C:13]([Br:15])[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 674068463-(benzyloxy)-5-bromopyridin-2(1H)-one

Produkt 1

HCID 674178603-(benzyloxy)-5-bromo-1-methylpyridin-2(1H)-oneAusbeute 87,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a suspension of 2.51 g (8.96 mmol) 3-benzyloxy-5-bromo-1H-pyridin-2-one and 2.48 g (17.9 mmol) K2CO3 in 45 mL DMF was added 1.12 mL (17.9 mmol) iodomethane at room temperature. After stirring overnight, 150 mL water was added with vigorous stirring causing precipitation of the product which was collected by filtration and dried in vacuo affording 2.3 g (87%) 3-benzyloxy-5-bromo-1-methyl-1H-pyridin-2-one

Aufarbeitung

  1. stirringwith vigorous stirring
  2. customprecipitation of the product which
  3. filtrationwas collected by filtration
  4. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-6dc501ab7a7043bba1f71557da576b5b
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09309199B2

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