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

HRID 404697Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 404697
[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].C1(CN2C=CC(O)=CC2=O)CC1>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

5

Edukt 3

HCID 31398ChlorosuccinimideHCID 594970761-butyl-4-hydroxy-1H-pyridine-2-oneHCID 594970981-(Cyclopropylmethyl)-4-hydroxypyridin-2(1H)-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 1-butyl-4-hydroxy-1H-pyridine-2-one (2.0 g, 11.96 mmol), which was prepared as described for description D2, in DMF (30 ml). The reaction was stirred at room temperature overnight and then it was concentrated in vacuo. The crude product was purified by column chromatography (silica gel; 0-5% methanol/DCM as eluent) to yield intermediate D3 (2.0 g, 83%).

Aufarbeitung

  1. customwas prepared
  2. concentrationit was concentrated in vacuo
  3. customThe crude product was purified by column chromatography (silica gel; 0-5% methanol/DCM as eluent)

Quellen und Nachweise

ORD-Eintrag
ord-f2b90c9001be47a19a03fe57e535c90b
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08748621B2

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