Morpholine → 4-(2,6-Difluoro-4-nitrophenyl)morpholine

HRID 1270334Notes

Reaction equation

HRID 1270334 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[F:7][C:8]1[CH:9]=[C:10]([N+:16]([O-:18])=[O:17])[CH:11]=[C:12]([F:15])[C:13]=1F>C(#N)C>[F:7][C:8]1[CH:9]=[C:10]([N+:16]([O-:18])=[O:17])[CH:11]=[C:12]([F:15])[C:13]=1[N:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 27827931,2,3-Trifluoro-5-nitrobenzene

Product 1

HCID 223856304-(2,6-Difluoro-4-nitrophenyl)morpholineYield 88%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Morpholine (1.2 g, 14.12 mmol) was added to a stirring solution of 3,4,5-trifluoronitro benzene (1 g, 5.65 mmol) in acetonitrile (15 mL) and the reaction mixture was refluxed for 5 h. A viscous liquid was obtained upon concentration, which was then poured into crushed ice. The solid thus obtained was filtered off and dried under reduced pressure to obtain the title compound (1.2 g, 88%).

Workup

  1. temperaturethe reaction mixture was refluxed for 5 h
  2. customA viscous liquid was obtained upon concentration, which
  3. additionwas then poured
  4. custominto crushed ice
  5. customThe solid thus obtained
  6. filtrationwas filtered off
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-d95740646ca04af786232cafb0cbef43
Source dataset
uspto-grants-2007_04
Patent number
US07202254B2

Reaction notes

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