Reacción #46944

ord-4b7e8d03dea941a5b1032c64baa002b7

Ecuación de reacción

O=C1O[C@@H](CCl)CN1c1ccc(N2CCOCC2)c(F)c1
(5R)-5-(chloromethyl)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-2-oxazolidinone
O=C1NC(=O)c2ccccc21.[K]
potassium phthalimide
CN(C)C=O
Dimethyl formamide
O=C1c2ccccc2C(=O)N1C[C@H]1CN(c2ccc(N3CCOCC3)c(F)c2)C(=O)O1
(S)-N-[[3-[3-Fluoro-4-[4-morpholinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]phthalimide
Rendimiento 61.7%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturais heated for 5 hours
  2. 2
    Temperaturaat reflux temperature
  3. 3
    Filtraciónfiltered the solid

Procedimiento

The mixture of (5R)-5-(chloromethyl)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-2-oxazolidinone (60 g), potassium phthalimide (40 g) and Dimethyl formamide (400 ml) is heated for 5 hours at reflux temperature. The reaction mixture is cooled to ambient temperature, poured in to 2 L water and filtered the solid to give 50 gm (S)-N-[[3-[3-Fluoro-4-[4-morpholinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]phthalimide.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07741480B2uspto-grants-2010_06