Benzyl Bromide → (2S,5R)-1-Benzyl-2,5-dimethylpiperazine

HRID 457737

Reaction equation

HRID 457737 reaction equation
[CH3:1][C@H:2]1[CH2:7][NH:6][C@H:5]([CH3:8])[CH2:4][NH:3]1.[CH2:9](Br)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C(O)C>[CH2:9]([N:3]1[CH2:4][C@@H:5]([CH3:8])[NH:6][CH2:7][C@@H:2]1[CH3:1])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 7498Benzyl BromideHCID 2206722,5-Dimethylpiperazine, trans-

Product 1

HCID 23402345(2S,5R)-1-Benzyl-2,5-dimethylpiperazine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

50 g trans-2,5 dimethylpiperazine was dissolved in 300 mL ethanol and treated with 26.36 mL (½ equivalents) benzylbromide. The mixture was stirred at room temperature for 12 hours and concentrated. The residue was taken up in ethyl acetate and washed with 10% aqueous sodium bicarbonate and saturated sodium chloride; dried over anhydrous magnesium sulfate and concentrated to give crude 1-benzyl-trans-2,5-dimethylpiperazine, as an oil.

Workup

  1. concentrationconcentrated
  2. washwashed with 10% aqueous sodium bicarbonate and saturated sodium chloride
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-ec0de4f6d6c3494487621aebb6e6824c
Source dataset
uspto-grants-2007_03
Patent number
US07189726B2

Linked notes

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