Water → HCID 18770385, compound

HRID 479377Notes

Reaction equation

HRID 479377 reaction equation
Br[CH2:2][CH2:3][CH2:4]Br.[C:6](=[O:9])([O-])[O-].[K+].[K+].[CH:12]([N:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1)=[O:13].O>CN(C)C=O>[CH:12]([N:14]1[CH2:19][CH2:18][N:17]([CH2:2][CH2:3][CH2:4][N:14]2[CH2:19][CH2:18][N:17]([CH:6]=[O:9])[CH2:16][CH2:15]2)[CH2:16][CH2:15]1)=[O:13]

Participants

6

Reactant 4

HCID 962WaterHCID 80011,3-DibromopropaneHCID 11430Potassium CarbonateHCID 821911-Piperazinecarboxaldehyde

Product 1

HCID 18770385HCID 18770385, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1,3-Dibromopropane (1.0 ml; 9.9 mmol) and potassium carbonate (2.0 g; 15 mmol) were added to a solution of 1-formylpiperazine (2.5 g; 22 mmol) in dimethylformamide (5 ml), and the mixture was stirred for 20 hours in a bath controlled at 60° C. Water was added to the reaction mixture to conduct extraction with chloroform. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The resultant crude oil was purified by column chromatography on silica gel, thereby obtaining 2.13 g (yield: 81%) of 1,3-bis(4-formyl-1-piperazinyl)propane as a colorless oil.

Workup

  1. customcontrolled at 60° C
  2. extractionextraction with chloroform
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe resultant crude oil was purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-ea47ef3ccfe64019b0487d4e19444d50
Source dataset
uspto-grants-2003_11
Patent number
US06645957B2

Reaction notes

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