Reaktion #417948

ord-9d2bb70262ba419b9dad22782050253a

Reaktionsgleichung

Oc1ccc(Br)nc1
2-bromo-5-hydroxypyridine
CCCBr
1-bromopropane
O=C([O-])[O-].[K+].[K+]
K2CO3
CCCOc1ccc(Br)nc1
2-Bromo-5-propoxy-pyridine

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturat reflux over night
  2. 2
    SonstigeAfterwards the reaction is quenched by the addition of water
  3. 3
    Extraktionextracted with TBME
  4. 4
    Trocknendried over MgSO4
  5. 5
    Filtrationfiltered
  6. 6
    Sonstigethe solvent is removed in vacuo
  7. 7
    SonstigeThe crude product is purified by column chromatography (silica gel, PE/EtOAc)

Vorschrift

10.0 g (57.5 mmol) 2-bromo-5-hydroxypyridine, 28.3 g (230 mmol) 1-bromopropane and 19.9 g (143.7 mmol) K2CO3 are added to 1 L ACN and stirred at reflux over night. Afterwards the reaction is quenched by the addition of water and extracted with TBME. The org. layers are combined, dried over MgSO4, filtered and the solvent is removed in vacuo. The crude product is purified by column chromatography (silica gel, PE/EtOAc).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08877741B2uspto-grants-2014_11