Chlorosuccinimide → 1-butyl-3-chloro-4-hydroxy-2(1H)-Pyridinone

HRID 2364942Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2364942
[Cl:1]N1C(=O)CCC1=O.[CH2:9]([N:13]1[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][C:14]1=[O:20])[CH2:10][CH2:11][CH3:12]>CN(C=O)C>[CH2:9]([N:13]1[CH:18]=[CH:17][C:16]([OH:19])=[C:15]([Cl:1])[C:14]1=[O:20])[CH2:10][CH2:11][CH3:12]

Komponenten

4

Edukt 2

HCID 31398ChlorosuccinimideHCID 594970761-butyl-4-hydroxy-1H-pyridine-2-one

Produkt 1

HCID 594970741-butyl-3-chloro-4-hydroxy-2(1H)-PyridinoneAusbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

N-chlorosuccinimide (1.6 g, 11.96 mmol) was added to a solution of intermediate D2 (2.0 g, 11.96 mmol) in DMF (30 ml). The mixture was stirred overnight at r.t. and was then concentrated in vacuo. The crude product was purified by column chromatography (silica gel; 0-5% MeOH/DCM as eluent) to yield intermediate D3 (2.0 g, 83%).

Aufarbeitung

  1. concentrationwas then concentrated in vacuo
  2. customThe crude product was purified by column chromatography (silica gel; 0-5% MeOH/DCM as eluent)

Quellen und Nachweise

ORD-Eintrag
ord-08a2d1aec01d453b9c46bd1e484debd9
Quelldatensatz
uspto-grants-2014_04
Patentnummer
US08697689B2

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