Piperazine → 1-(2-Phenoxyethyl)piperazine

HRID 1582743Notes

Reaction equation

HRID 1582743 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[O:7]([CH2:14][CH2:15]Br)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>O1CCCC1>[O:7]([CH2:14][CH2:15][N:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 68526Benzene, (2-bromoethoxy)-

Product 1

HCID 2331871-(2-Phenoxyethyl)piperazineYield 65%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

Piperazine (2.15 g) and 2-phenoxyethyl bromide (1.00 g) were dissolved in tetrahydrofuran (30 ml), and the mixture was stirred at 40 to 60° C. for 36 hours. The reaction solution was evaporated, and aqueous saturated sodium bicarbonate and diethyl ether were added to the residue, and the aqueous layer was partitioned. Methylene chloride was added to the aqueous layer, and the organic layer was partitioned. The organic layer was dried over sodium sulfate anhydrous and evaporated, whereby the title compound (664 mg, 65%) was obtained.

Workup

  1. customThe reaction solution was evaporated
  2. additionaqueous saturated sodium bicarbonate and diethyl ether were added to the residue
  3. customthe aqueous layer was partitioned
  4. additionMethylene chloride was added to the aqueous layer
  5. customthe organic layer was partitioned
  6. dry with materialThe organic layer was dried over sodium sulfate anhydrous
  7. customevaporated

Sources & evidence

ORD record
ord-8a4407e0d9a140cfb3e0dc100a9600d0
Source dataset
uspto-grants-2004_05
Patent number
US06737425B1

Reaction notes

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