Reacción #417948

ord-9d2bb70262ba419b9dad22782050253a

Ecuación de reacción

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

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturaat reflux over night
  2. 2
    OtroAfterwards the reaction is quenched by the addition of water
  3. 3
    Extracciónextracted with TBME
  4. 4
    Secadodried over MgSO4
  5. 5
    Filtraciónfiltered
  6. 6
    Otrothe solvent is removed in vacuo
  7. 7
    OtroThe crude product is purified by column chromatography (silica gel, PE/EtOAc)

Procedimiento

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).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08877741B2uspto-grants-2014_11