Piperazine, 1-methyl-4-phenyl- → HCID 17906154, compound

HRID 912400Notes

Reaction equation

HRID 912400 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:4][CH2:3]1>[Ru].C(O)C>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH:8]2[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]2)[CH2:4][CH2:3]1

Participants

4

Reactant 1

HCID 200991Piperazine, 1-methyl-4-phenyl-

Product 1

HCID 17906154HCID 17906154, compoundYield 94.1%

Reagents, catalysts & solvents 2

HCID 23950RutheniumCatalystHCID 702EthanolSolvent

Conditions

Temperature
120 °C

Procedure

A 500 mL steel bomb hydrogenator was charged with 38 g of 1-methyl-4-phenylpiperazine, 200 mL of degassed ethanol, and 4 g of a ruthenium 5% on carbon catalyst. The flask was evacuated and purged with hydrogen gas twice, the second time leaving the flask at 800 psig (5620 kPa). The reaction mixture was then heated to 120° C. and left overnight. The next morning the pressure in the flask had decreased significantly; the reaction was cooled, re-pressurized and again brought up to temperature. This was repeated until a minimal pressure decrease was noticed. The reaction mixture was then passed through a thin pad of celite producing a liquid that was subsequently distilled to give 37 g of 1-methyl-4-cyclohexylpiperazine.

Workup

  1. customThe flask was evacuated
  2. custompurged with hydrogen gas twice
  3. customthe second time leaving the flask at 800 psig (5620 kPa)
  4. temperaturethe reaction was cooled
  5. customproducing a liquid that
  6. distillationwas subsequently distilled

Sources & evidence

ORD record
ord-45bef9267cdf401a9d73dfd7505311bd
Source dataset
uspto-grants-2011_09
Patent number
US08025863B2

Reaction notes

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