Reacción #11995

ord-5946892308ac4131bb6fd116f5fb02cd

Ecuación de reacción

Nc1c(Cl)cc(C2CO2)cc1C(F)(F)F
(4-amino-3-chloro-5-trifluoromethyl-phenyl)-ethylene oxide
CC(C)(C)N
tert-butylamine
CC(C)(C)NC(CO)c1cc(Cl)c(N)c(C(F)(F)F)c1
2-(4-amino-3-chloro-5-trifluoromethylphenyl)-2-tert-butylaminoethanol
Rendimiento 20.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaThe mixture was refluxed for 13 h
  2. 2
    Otroevaporated
  3. 3
    ExtracciónThe residue was extracted with 2N hydrochloric acid for several times
  4. 4
    Extracciónextracted with toluene
  5. 5
    workup.ADDITIONtreated with activated carbon
  6. 6
    FiltraciónThe precipitate was collected by filtration

Procedimiento

5.2 g (0.022 mol) of (4-amino-3-chloro-5-trifluoromethyl-phenyl)-ethylene oxide was dissolved in 26 ml of anhydrous ethanol and treated with 5.1 ml (0.049 mol) of tert-butylamine. The mixture was refluxed for 13 h, and then evaporated. The residue was extracted with 2N hydrochloric acid for several times. Aqueous layers were combined and extracted with toluene and treated with activated carbon. The pH was adjusted to 10 with 20% sodium hydroxide solution. The precipitate was collected by filtration, 2-(4-amino-3-chloro-5-trifluoromethylphenyl)-2-tert-butylaminoethanol was obtained. Yield 20–30%; melting point 85–90° C.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07098364B2uspto-grants-2006_08