Reaction #2329079

ord-e087cf44946140cfb88b2633f6ae32b4

Reaction equation

O=[N+]([O-])c1ccc(F)c(C(F)(F)F)c1
1-fluoro-4-nitro-2-(trifluoromethyl)benzene
C1COCCN1
morpholine
CCN(C(C)C)C(C)C
diisopropylethylamine
CC#N
acetonitrile
O=[N+]([O-])c1ccc(N2CCOCC2)c(C(F)(F)F)c1
title compound
Yield 91.0%
O=[N+]([O-])c1ccc(N2CCOCC2)c(C(F)(F)F)c1
4-[4-nitro-2-(trifluoromethyl)phenyl]morpholine
Yield 91.0%

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Temperaturewas refluxed for 8 hours
  2. 2
    Otherobtained by evaporation of the solvent under reduced pressure
  3. 3
    FiltrationThe precipitated crystal was collected by filtration

Procedure

A mixture of 1-fluoro-4-nitro-2-(trifluoromethyl)benzene (1 g, 4.782 mmol), morpholine (0.46 ml, 5.260 mmol), diisopropylethylamine (1.25 ml, 7.173 mmol) and acetonitrile (10 ml) was refluxed for 8 hours. Water was added to the residue obtained by evaporation of the solvent under reduced pressure. The precipitated crystal was collected by filtration to give the title compound (1.2 g, 91%) as a yellow crystal.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07671058B2uspto-grants-2010_03