Reacción #216260

ord-6d7f17500ad642cb9fadff2d9312fea8

Ecuación de reacción

Cl.O.O=C1CCNCC1
4-piperidone hydrochloride hydrate
O=C(Cl)c1ccc(Cl)cc1
4-chlorobenzoyl chloride
O=C([O-])[O-].[K+].[K+]
potassium carbonate
O=C1CCN(C(=O)c2ccc(Cl)cc2)CC1
title compound
Rendimiento 74.6%
O=C1CCN(C(=O)c2ccc(Cl)cc2)CC1
N-(4-Chlorobenzoyl)-4-piperidone
Rendimiento 74.6%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONare added successively
  2. 2
    OtroThe organic phase is then separated off
  3. 3
    Extracciónthe aqueous phase is extracted twice more with ethyl acetate
  4. 4
    Otrodried
  5. 5
    Otroevaporated down
  6. 6
    workup.DISSOLUTIONThe residue is dissolved in ethyl acetate
  7. 7
    workup.ADDITIONthe solution is treated with petroleum ether

Procedimiento

87.5 g of 4-chlorobenzoyl chloride and a solution of 276 g of potassium carbonate in 552 ml of water cooled to 5° C. are added successively with stirring to a suspension of 80.6 g of powdered 4-piperidone hydrochloride hydrate in 1 l of tetrahydrofuran. The mixture is stirred at ambient temperature for a further 45 minutes. The organic phase is then separated off, the aqueous phase is extracted twice more with ethyl acetate, and the organic phases are combined, dried and evaporated down. The residue is dissolved in ethyl acetate and the solution is treated with petroleum ether. 88.6 g of the title compound of melting point 61°-63° C. are obtained.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05466687uspto-grants-1995_11