Reacción #1005945

ord-b33c518d2e2b468c98a400ed6f9f302f

Ecuación de reacción

O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
CC(C)(C)OC(=O)NCc1ccc(N2CCC(c3cc(Cl)cc(Cl)c3)(C(F)(F)F)C2)cc1C(F)(F)F
t-butyl {4-[3-(3,5-dichlorophenyl)-3-(trifluoromethyl)-pyrrolidin-1-yl]-2-(trifluoromethyl)benzyl}carbamate
Cl
hydrochloric acid
CCO
ethanol
NCc1ccc(N2CCC(c3cc(Cl)cc(Cl)c3)(C(F)(F)F)C2)cc1C(F)(F)F
title compound
Rendimiento 105.6%
NCc1ccc(N2CCC(c3cc(Cl)cc(Cl)c3)(C(F)(F)F)C2)cc1C(F)(F)F
1-{4-[3-(3,5-dichlorophenyl)-3-(trifluoromethyl)-pyrrolidin-1-yl]-2-(trifluoromethyl)phenyl}methanamine
Rendimiento 105.6%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONthe reaction solution was diluted
  2. 2
    ExtracciónAfter the extraction
  3. 3
    Lavadothe organic layer was washed with saturated brine
  4. 4
    Secadodried over anhydrous magnesium sulfate
  5. 5
    OtroThe solvent was evaporated off under reduced pressure

Procedimiento

A mixture comprising t-butyl {4-[3-(3,5-dichlorophenyl)-3-(trifluoromethyl)-pyrrolidin-1-yl]-2-(trifluoromethyl)benzyl}carbamate (6.0 g), concentrated hydrochloric acid (20 mL) and ethanol (100 mL) was stirred at 50° C. for three hours. After cooling the mixture to room temperature, the reaction solution was diluted by adding water (150 mL) and ethyl acetate (150 mL). By adding sodium carbonate in small portions, the solution was neutralized. After the extraction using ethyl acetate, the organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated off under reduced pressure to obtain the title compound (5.2 g).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09271499B2uspto-grants-2016_03