Triethylamine → 1-{4-[(3-Nitrophenyl)methyl]piperazin-1-yl}ethan-1-one

HRID 586404Notes

Reaction equation

HRID 586404 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1)(=[O:3])[CH3:2].C(N(CC)CC)C.[N+:17]([C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=1)[CH2:23]Br)([O-:19])=[O:18]>C1COCC1>[C:1]([N:4]1[CH2:9][CH2:8][N:7]([CH2:23][C:22]2[CH:25]=[CH:26][CH:27]=[C:20]([N+:17]([O-:19])=[O:18])[CH:21]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 77568Benzene, 1-(bromomethyl)-3-nitro-HCID 837951-Acetylpiperazine

Product 1

HCID 222884131-{4-[(3-Nitrophenyl)methyl]piperazin-1-yl}ethan-1-one

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1-acetylpiperazine (5.0 g; 39.0 mmol) in THF (50 ml) was added triethylamine (5.6 ml; 39.0 mmol) and 3-nitrobenzylbromide (8.4 g; 39.0 mmol). The mixture was stirred at ambient temperature for 1 hour and the solvent was removed by evaporation. The residue was partitioned between water and ethyl acetate. The organic phase was dried over sodium sulphate and evaporated under reduced pressure to leave 6m2, quantitatively.

Workup

  1. customthe solvent was removed by evaporation
  2. customThe residue was partitioned between water and ethyl acetate
  3. dry with materialThe organic phase was dried over sodium sulphate
  4. customevaporated under reduced pressure
  5. customto leave 6m2

Sources & evidence

ORD record
ord-d50a0cc3b8f94d7d80b1f1618c6118fc
Source dataset
uspto-grants-2005_08
Patent number
US06936613B2

Reaction notes

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