Acetonitrile → 4-(4-Nitro-2-(trifluoromethyl)phenyl)morpholine

HRID 2241897Notes

Reaction equation

HRID 2241897 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[C:11]([F:14])([F:13])[F:12].[NH:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1.C(N(C(C)C)CC)(C)C.C(#N)C>O>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([N:15]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)=[C:3]([C:11]([F:14])([F:13])[F:12])[CH:4]=1)([O-:10])=[O:9]

Participants

6

Reactant 4

HCID 6342AcetonitrileHCID 8083MorpholineHCID 81531DiisopropylethylamineHCID 949542-Fluoro-5-nitrobenzotrifluoride

Product 1

HCID 6128564-(4-Nitro-2-(trifluoromethyl)phenyl)morpholineYield 91%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

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.

Workup

  1. temperaturewas refluxed for 8 hours
  2. customobtained by evaporation of the solvent under reduced pressure
  3. filtrationThe precipitated crystal was collected by filtration

Sources & evidence

ORD record
ord-e087cf44946140cfb88b2633f6ae32b4
Source dataset
uspto-grants-2010_03
Patent number
US07671058B2

Reaction notes

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