Reacción #351788

ord-6bdbd33602e54d9eabca79dd3073282d

Ecuación de reacción

O=C([O-])O.[Na+]
sodium bicarbonate
Cc1cc(C)cc(C(=O)Cl)c1
3,5-dimethylbenzoyl chloride
O=C(NC1CCN[C@H](Cc2ccccc2)C1)C(F)(F)F.O=C(O)C(F)(F)F
(2R,4RS)-N-(2-benzyl-4-piperidyl)trifiuoroacetamide trifluoroacetate
Cc1cc(C)cc(C(=O)N2CCC(NC(=O)C(F)(F)F)C[C@H]2Cc2ccccc2)c1
title compound
Cc1cc(C)cc(C(=O)N2CCC(NC(=O)C(F)(F)F)C[C@H]2Cc2ccccc2)c1
(2R,4RS)-N-[2-Benzyl-1-(3,5-dimethylbenzoyl)-4-piperidyl]trifluoroacetamid

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otropartitioned between toluene and 1N sodium bicarbonate solution
  2. 2
    LavadoThe organic phases are washed with water
  3. 3
    Secadodried over magnesium sulfate
  4. 4
    Otroevaporated to dryness
  5. 5
    OtroThe colourless oil is chromatographed on silica gel with ethyl acetate/hexane 1:2

Procedimiento

710 mg of solid sodium bicarbonate and 712 mg of 3,5-dimethylbenzoyl chloride are added to a stirred mixture of 1.39 g (3.44 mmol) of (2R,4RS)-N-(2-benzyl-4-piperidyl)trifiuoroacetamide trifluoroacetate and 10 ml of toluene/water (1:1) cooled in ice-water. The reaction mixture is then allowed to warm to room temperature, subsequently stirred for 2 hours and partitioned between toluene and 1N sodium bicarbonate solution. The organic phases are washed with water, dried over magnesium sulfate and evaporated to dryness. The colourless oil is chromatographed on silica gel with ethyl acetate/hexane 1:2, resulting in the title compound. This is used further without further purification.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05646144uspto-grants-1997_07