Reacción #1765251

ord-745569c5209447429626f19e87c6d2d6

Ecuación de reacción

C[O-].[Na+]
Sodium methoxide
CCC(=O)c1ccc(Cl)nc1
1-(6-chloro-pyridin-3-yl)-propan-1-one
CCC(=O)c1ccc(OC)nc1
product
Rendimiento 77.0%
CCC(=O)c1ccc(OC)nc1
1-(6-Methoxy-pyridin-3-yl)-propan-1-one
Rendimiento 77.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturathe reaction mixture was heated
  2. 2
    Temperaturaunder reflux for eighteen hours
  3. 3
    ConcentraciónThe solution was concentrated to fifty percent
  4. 4
    workup.ADDITIONdiluted with water (100 mL)
  5. 5
    Extracciónextracted with ethyl acetate (2×100 mL)
  6. 6
    LavadoThe combined extracts were washed with brine
  7. 7
    Secadodried (Na2SO4)
  8. 8
    Concentraciónconcentrated

Procedimiento

Sodium methoxide (2.8 g, 50 mmol) was added to a solution of 1-(6-chloro-pyridin-3-yl)-propan-1-one (2.8 g, 16.5 mmol) in methanol (70 mL) and the reaction mixture was heated under reflux for eighteen hours. The solution was concentrated to fifty percent, diluted with water (100 mL) and extracted with ethyl acetate (2×100 mL). The combined extracts were washed with brine, dried (Na2SO4) and concentrated to give product as a colorless oil (2.1 g, 77 percent yield), which was used without further purification.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08008487B2uspto-grants-2011_08