Benzyl 4-((dimethylphosphinoyl)methyl)piperazine-1-carboxylate → 1-[(Dimethylphosphoryl)methyl]piperazine

HRID 877099Notes

Reaction equation

HRID 877099 reaction equation
[CH3:1][P:2]([CH2:5][N:6]1[CH2:11][CH2:10][N:9](C(OCC2C=CC=CC=2)=O)[CH2:8][CH2:7]1)([CH3:4])=[O:3]>[Pd].CO>[CH3:4][P:2]([CH2:5][N:6]1[CH2:7][CH2:8][NH:9][CH2:10][CH2:11]1)([CH3:1])=[O:3]

Participants

4

Reactant 1

HCID 67504698Benzyl 4-((dimethylphosphinoyl)methyl)piperazine-1-carboxylate

Product 1

HCID 203769071-[(Dimethylphosphoryl)methyl]piperazine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a flask was charged with benzyl 4-((dimethylphosphinoyl)methyl)piperazine-1-carboxylate (200 mg) and 10% palladium on carbon in methanol (20 mL). The mixture was stirred at room temperature under H2 atmosphere. The mixture was filtered through Celite and all solvents were removed under reduced pressure to give a white crystalline solid, which was used without further purification. LCMS ESI(+) m/z: 177 (M+1).

Workup

  1. filtrationThe mixture was filtered through Celite
  2. customall solvents were removed under reduced pressure
  3. customto give a white crystalline solid, which
  4. customwas used without further purification

Sources & evidence

ORD record
ord-3433a2443b704798bda5efe04195b433
Source dataset
uspto-grants-2015_03
Patent number
US08987284B2

Reaction notes

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