Morpholine → 4-((4-Fluorophenyl)sulfonyl)morpholine

HRID 1358375Notes

Reaction equation

HRID 1358375 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[F:7][C:8]1[CH:13]=[CH:12][C:11]([S:14](Cl)(=[O:16])=[O:15])=[CH:10][CH:9]=1>C1(C)C=CC=CC=1>[F:7][C:8]1[CH:13]=[CH:12][C:11]([S:14]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)(=[O:16])=[O:15])=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 95884-Fluorobenzenesulfonyl chloride

Product 1

HCID 7553774-((4-Fluorophenyl)sulfonyl)morpholine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

20 g of morpholine were added dropwise to a solution, cooled with ice, of 19.5 g of 4-fluorobenzenesulfonyl chloride in 100 ml of toluene, and the mixture was heated under reflux for 1 hour. After cooling, the mixture was concentrated under reduced pressure, the residue was stirred with water and the precipitate was filtered off with suction, washed with water and recrystallized from isopropanol.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 1 hour
  3. temperatureAfter cooling
  4. concentrationthe mixture was concentrated under reduced pressure
  5. filtrationthe precipitate was filtered off with suction
  6. washwashed with water
  7. customrecrystallized from isopropanol

Sources & evidence

ORD record
ord-d45c48311cad41408aec974ce0d75776
Source dataset
uspto-grants-2003_07
Patent number
US06596742B1

Reaction notes

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