3-Hydroxypyridine → 2-(Pyridin-3-yloxy)acetonitrile

HRID 56268Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 56268
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([OH:7])[CH:2]=1.C([O-])([O-])=O.[K+].[K+].Br[CH2:15][C:16]#[N:17]>CC#N>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([O:7][CH2:15][C:16]#[N:17])[CH:2]=1

Komponenten

5

Edukt 3

HCID 79713-HydroxypyridineHCID 11430Potassium CarbonateHCID 11534Bromoacetonitrile

Produkt 1

HCID 199146182-(Pyridin-3-yloxy)acetonitrileAusbeute 16 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a mixture of pyridin-3-ol (4.0 g, 42.1 mmol) and K2CO3 (6.96 g, 50.4 mmol) in CH3CN (6 mL) was added dropwise 2-bromoacetonitrile (2.52 g, 21.0 mmol) at rt and the mixture was stirred at rt for 40 h. The mixture was filtered and the filtrate was concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=2:1) to give the title compound as a yellow solid (0.45 g, 16%).

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo
  3. customThe residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=2:1)

Quellen und Nachweise

ORD-Eintrag
ord-bf1779f436194aab9f739c5a14f10a16
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09434695B2

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