Reacción #1528399

ord-167148461f49402e8f84650cda7d4398

Ecuación de reacción

NC(Cc1ccc(F)cc1)c1ccccc1
2-(4-fluoro-phenyl)-1-phenyl-ethylamine
O=C=NCCCl
2-chloroethyl isocyanate
Fc1ccc(CC(NC2=NCCO2)c2ccccc2)cc1
title compound
Rendimiento 65.6%
Fc1ccc(CC(NC2=NCCO2)c2ccccc2)cc1
(4,5-Dihydro-oxazol-2-yl)-[2-(4-fluoro-phenyl)-1-phenyl-ethyl]-amine
Rendimiento 65.6%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrowas evaporated
  2. 2
    workup.DISSOLUTIONthe residue dissolved in dimethoxy ethane (25 ml)
  3. 3
    workup.ADDITIONDBU (1,8-diazabicyclo[5.4.0]undec-7-en) was added (1.78 g)
  4. 4
    Temperaturathe reaction mixture heated
  5. 5
    Temperaturaunder reflux for 1 hour

Procedimiento

A solution of 2-(4-fluoro-phenyl)-1-phenyl-ethylamine (1.50 g) in THF was treated dropwise with 2-chloroethyl isocyanate (0.89 g) at 0° C. After stirring overnight at room temperature the solvent was evaporated and the residue dissolved in dimethoxy ethane (25 ml). DBU (1,8-diazabicyclo[5.4.0]undec-7-en) was added (1.78 g) and the reaction mixture heated under reflux for 1 hour. Column chromatography on silica yielded 1.3 g of the title compound.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07655600B2uspto-grants-2010_02