Ethanol → 1-(4,4,5,5,5-Pentafluoropentyl)piperazine

HRID 1859347Notes

Reaction equation

HRID 1859347 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.C(O)C.[F:10][C:11]([F:31])([C:27]([F:30])([F:29])[F:28])[CH2:12][CH2:13][CH2:14]OC1C=CC=C(C)C=1S([O-])(=O)=O>O>[F:10][C:11]([F:31])([C:27]([F:30])([F:29])[F:28])[CH2:12][CH2:13][CH2:14][N:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 702EthanolHCID 4837PiperazineHCID 867560744,4,5,5,5-Pentafluoropentyloxytoluenesulfonate

Product 1

HCID 221236141-(4,4,5,5,5-Pentafluoropentyl)piperazineYield 100%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Piperazine (777 mg, 9.0 mmol) was added to ethanol solution (10 ml) of 4,4,5,5,5-pentafluoropentyloxytoluenesulfonate (600 mg, 1.81 mmol) and then heated under refluxing for 40 hours. After adding water, the reaction solution was extracted with ethyl acetate. The solvent was distilled off under reduced pressure from the extract to obtain 315 mg (yield: 100%) of the title compound.

Workup

  1. temperatureheated
  2. temperatureunder refluxing for 40 hours
  3. extractionthe reaction solution was extracted with ethyl acetate
  4. distillationThe solvent was distilled off under reduced pressure from the
  5. extractionextract

Sources & evidence

ORD record
ord-f963d98051544e3db366144d0bfe444d
Source dataset
uspto-grants-2000_11
Patent number
US06153768

Reaction notes

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