Reacción #366106

ord-0b30e47a03f44611bad6c3265a653ad2

Ecuación de reacción

Cl.O.O=C1CCNCC1
4-piperidinone monohydrate hydrochloride
O=C(Cl)c1ccc(F)cc1F
2,4-difluorobenzoyl chloride
O=C1CC(C(=O)c2ccc(F)cc2F)CCN1
product
Rendimiento 71.0%
O=C1CC(C(=O)c2ccc(F)cc2F)CCN1
4-(2,4-Difluorobenzoyl)piperidinone
Rendimiento 71.0%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrobefore quenching with aqueous NaHCO3 (30 mL)
  2. 2
    ExtracciónExtracted with EtOAc (3×50 mL)
  3. 3
    Secadodried (MgSO4)
  4. 4
    Concentraciónconcentrated to a residue which
  5. 5
    Otrowas purified by flash chromatography (EtOAc: Hexanes 9:1 to 1:1 )

Procedimiento

To a suspension of 4-piperidinone monohydrate hydrochloride (2.00 g, 13.28 mmol) in CH2Cl2 (40 mL) and triethylamine (5.0 mL) was added 2,4-difluorobenzoyl chloride (2.84 g, 15.93 mmol). The resulting mixture was stirred at room temperature for 5 hours before quenching with aqueous NaHCO3 (30 mL). Extracted with EtOAc (3×50 mL), dried (MgSO4), and concentrated to a residue which was purified by flash chromatography (EtOAc: Hexanes 9:1 to 1:1 ) afford product as an oil (2.25 g, 71%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06362182B1uspto-grants-2002_03