Réaction #1005945

ord-b33c518d2e2b468c98a400ed6f9f302f

Équation de réaction

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
Rendement 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
Rendement 105.6%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.ADDITIONthe reaction solution was diluted
  2. 2
    ExtractionAfter the extraction
  3. 3
    Lavagethe organic layer was washed with saturated brine
  4. 4
    Séchagedried over anhydrous magnesium sulfate
  5. 5
    AutreThe solvent was evaporated off under reduced pressure

Mode opératoire

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).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09271499B2uspto-grants-2016_03