1-Piperazinecarboxaldehyde → 1-(2-Phenoxyethyl)piperazine

HRID 1380517Notes

Reaction equation

HRID 1380517 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:9][CH2:10]Br)=[CH:4][CH:3]=1.C([N:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1)=O>CC(O)C>[O:8]([CH2:9][CH2:10][N:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1)[C:5]1[CH:6]=[CH:7][CH:2]=[CH:3][CH:4]=1

Participants

4

Reactant 2

HCID 821911-PiperazinecarboxaldehydeHCID 877972-Bromoethyl p-bromophenyl ether

Product 1

HCID 2331871-(2-Phenoxyethyl)piperazine

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

The procedure of Example 6 was repeated, substituting 57.0 g (0.27 moles) of 2-bromoethyl phenyl ether for 2-bromoethyl p-bromophenyl ether, using 61.6 g (0.54 moles) of 1-formylpiperazine in 300 ml of 2-propanol and refluxing the mixture for 8 hours. Evaporation of the final dried chloroform extracts gave 35 g of 1-[2-phenoxyethyl]piperazine as an oil.

Workup

  1. temperaturerefluxing the mixture for 8 hours
  2. customEvaporation of the final dried chloroform extracts

Sources & evidence

ORD record
ord-fc2d9b0e4759435eb71adc5ded4b0efc
Source dataset
uspto-grants-1986_04
Patent number
US04582833

Reaction notes

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