Morpholine → 4-(3-Nitrophenyl)morpholine

HRID 31400

Reaction equation

HRID 31400 reaction equation
F[C:2]1[CH:3]=[C:4]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.[NH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1>CS(C)=O>[N+:8]([C:4]1[CH:3]=[C:2]([N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)[CH:7]=[CH:6][CH:5]=1)([O-:10])=[O:9]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 98231-Fluoro-3-nitrobenzene

Product 1

HCID 12532734-(3-Nitrophenyl)morpholine

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
110 °C

Procedure

3-Fluoronitrobenzene (10 g, 71 mmol) was added to a solution of morpholine (34 ml, 390 mmol) in dimethylsulfoxide (120 ml) and heated at 110° C. for 60 hours. The reaction was cooled and poured onto water (800 ml). The desired product precipitated and was collected by filtration. The orange solid was dried in vacuo and used in subsequent reactions without further purification (13.7 g, 66 mmol).

Workup

  1. temperatureThe reaction was cooled
  2. additionpoured onto water (800 ml)
  3. customThe desired product precipitated
  4. filtrationwas collected by filtration
  5. customThe orange solid was dried in vacuo
  6. customused in subsequent reactions without further purification (13.7 g, 66 mmol)

Sources & evidence

ORD record
ord-37b9b77e1244444086434082d264cf48
Source dataset
uspto-grants-2008_09
Patent number
US07425555B2

Linked notes

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