HCID 22370982, compound → 1-(3-Aminopropyl)-4-(2-methoxyphenyl)piperazine

HRID 2294118Notes

Reaction equation

HRID 2294118 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][NH:18]C(OCC2C=CC=CC=2)=O)[CH2:11][CH2:10]1>[Pd]>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:10][CH2:11][N:12]([CH2:15][CH2:16][CH2:17][NH2:18])[CH2:13][CH2:14]1

Participants

3

Reactant 1

HCID 22370982HCID 22370982, compound

Product 1

HCID 104672591-(3-Aminopropyl)-4-(2-methoxyphenyl)piperazineYield 92.8%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A mixture of benzyl 3-[4-(2-methoxyphenyl)piperazin-1-yl]propylamino-formate (384.4 g, I mol) and 10% palladium on carbon (38.4 g) in 3.5L of nitrogen-purged ethanol was hydrogenated at atmospheric pressure for 80 minutes while cooled such that the reaction temperature remained below 30° C. The mixture was filtered and the filtrate was concentrated under reduced pressure to give 3-[4-(2-methoxyphenyl)piperazin-1-yl]propylamine (230.8 g, 0.93 mol) as an oil.

Workup

  1. custompurged ethanol
  2. temperaturewhile cooled such that the reaction temperature
  3. customremained below 30° C
  4. filtrationThe mixture was filtered
  5. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-f97d5a6e48814b6eb0ed45aa522d4852
Source dataset
uspto-grants-1997_11
Patent number
US05688795

Reaction notes

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