(4-Aminophenoxy)benzene → 1-(4-Phenoxyphenyl)piperazine

HRID 462007

Reaction equation

HRID 462007 reaction equation
Br[CH2:2][CH2:3][NH:4][CH2:5][CH2:6]Br.[O:8]([C:15]1[CH:21]=[CH:20][C:18]([NH2:19])=[CH:17][CH:16]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C([O-])([O-])=O.[Na+].[Na+]>CO>[O:8]([C:15]1[CH:16]=[CH:17][C:18]([N:19]2[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]2)=[CH:20][CH:21]=1)[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

5

Reactant 3

HCID 8764(4-Aminophenoxy)benzeneHCID 10340Sodium CarbonateHCID 415719Bis(2-bromoethyl)amine

Product 1

HCID 30173561-(4-Phenoxyphenyl)piperazine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 62.4 parts of bis-(β-bromoethyl)amine dihybromide in 160 parts of methanol there were added 37 parts of para-phenoxyaniline. The mixture was refluxed for 10 hours. 10.6 parts of Na2CO3 were then added and the reaction mixture was refluxed for a further 10 hours. After cooling, the precipitate was filtered off, washed with 80 parts of methanol and dried.

Workup

  1. temperatureThe mixture was refluxed for 10 hours
  2. temperaturethe reaction mixture was refluxed for a further 10 hours
  3. temperatureAfter cooling
  4. filtrationthe precipitate was filtered off
  5. washwashed with 80 parts of methanol
  6. customdried

Sources & evidence

ORD record
ord-2368a7cc6aa643bf82c15e20288aef90
Source dataset
uspto-grants-1977_12
Patent number
US04064245

Linked notes

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