Morpholine → 4-(2-Nitrophenyl)morpholine

HRID 990686Notes

Reaction equation

HRID 990686 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[NH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1>C(O)C>[N+:8]([C:5]1[CH:6]=[CH:7][CH:2]=[CH:3][C:4]=1[N:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1)([O-:10])=[O:9]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 9590p-Fluoronitrobenzene

Product 1

HCID 963654-(2-Nitrophenyl)morpholineYield 98.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

4-Fluoronitrobenzene (5 g) and morpholine (7.2 g) were dissolved in ethanol (50 ml) and refluxed for 2 hr, before the ethanol was removed in vacuo. The resulting slurry was dissolved in ethyl acetate (30 ml) and washed with water (20 ml), dried over magnesium sulphate (2 g), and the solvent removed in vacuo to yield the title compound as an orange solid (7.3 g).

Workup

  1. customwas removed in vacuo
  2. dissolutionThe resulting slurry was dissolved in ethyl acetate (30 ml)
  3. washwashed with water (20 ml)
  4. dry with materialdried over magnesium sulphate (2 g)
  5. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-b594b1ae39c1454ba91a70178e3aa5f3
Source dataset
uspto-grants-2002_10
Patent number
US06462042B1

Reaction notes

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