Ethyl Acetate → HCID 68951409, compound

HRID 2384891Notes

Reaction equation

HRID 2384891 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([N+:9]([O-])=O)[CH:6]=[CH:5][C:4]=1[N:12]1[CH2:17][CH2:16][N:15](C)[CH2:14][CH2:13]1.[C:19](OCC)(=O)C>[Pd]>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([NH2:9])[CH:6]=[CH:5][C:4]=1[N:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH:13]1[CH3:19]

Participants

4

Reactant 2

HCID 8857Ethyl AcetateHCID 118446211-(2-METHOXY-4-NITROPHENYL)-4-METHYLPIPERAZINE

Product 1

HCID 68951409HCID 68951409, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Dissolve 1-(2-methoxy-4-nitro-phenyl)-4-methyl-piperazine (1.05 g, 4.18 mmol) in ethyl acetate (50 mL) and add 10% Pd/C (0.20 g). Hydrogenate the slurry at room temperature under a hydrogen filled balloon for 16 h. Filter the slurry through a pad of Celite® and rinse with ethyl acetate. Concentrate the filtrate in vacuo to give a reddish solid (0.66 g, 71% yield). MS/ES m/z 220.0 (M+1)+.

Workup

  1. filtrationFilter the slurry through a pad of Celite®
  2. washrinse with ethyl acetate
  3. concentrationConcentrate the filtrate in vacuo

Sources & evidence

ORD record
ord-6928692512ce4970989bdb10fbdc9548
Source dataset
uspto-grants-2012_09
Patent number
US08263772B2

Reaction notes

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