Potassium Carbonate → 3-(4-Methyl-1-piperazine)propan-1-ol

HRID 2222411Notes

Reaction equation

HRID 2222411 reaction equation
Br[CH2:2][CH2:3][CH2:4][OH:5].[CH3:6][N:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[OH:5][CH2:4][CH2:3][CH2:2][N:10]1[CH2:11][CH2:12][N:7]([CH3:6])[CH2:8][CH2:9]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 123083-Bromo-1-propanolHCID 531671-Methylpiperazine

Product 1

HCID 792083-(4-Methyl-1-piperazine)propan-1-olYield 537.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-Bromopropan-1-ol (20 ml, 20 mmol) was added dropwise to a solution of 1-methylpiperazine (29 ml, 26 mmol) in ethanol (200 ml). Potasium carbonate (83 gr, 60 mmol) was added and the mixture was refluxed for 20 hours. After cooling, the solid was filtered and the filtrate was evaporated. The residue was triturated with ether, filtrate and evaporated. The residue was distilled at about 60–70° C. under about 0.2 mm Hg to give 1-(3-hydroxypropyl)-4-methylpiperazine (17 g, 53%).

Workup

  1. temperaturethe mixture was refluxed for 20 hours
  2. temperatureAfter cooling
  3. filtrationthe solid was filtered
  4. customthe filtrate was evaporated
  5. customThe residue was triturated with ether, filtrate
  6. customevaporated
  7. distillationThe residue was distilled at about 60–70° C. under about 0.2 mm Hg

Sources & evidence

ORD record
ord-a46dde883540403785b534f8ef53fc79
Source dataset
uspto-grants-2008_05
Patent number
US07371765B2

Reaction notes

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