1-Phenethylpiperazine → HCID 15230865, compound

HRID 1464513Notes

Reaction equation

HRID 1464513 reaction equation
[CH3:1][C:2]1[C:7](=[O:8])[C:6]([CH3:9])=[C:5]([CH3:10])[C:4](=[O:11])[C:3]=1[CH:12]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18](OC1C=CC([N+]([O-])=O)=CC=1)=[O:19].[C:36]1([CH2:42][CH2:43][N:44]2[CH2:49][CH2:48][NH:47][CH2:46][CH2:45]2)[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1>ClCCl>[CH3:1][C:2]1[C:7](=[O:8])[C:6]([CH3:9])=[C:5]([CH3:10])[C:4](=[O:11])[C:3]=1[CH:12]([C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1)[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]([N:47]1[CH2:46][CH2:45][N:44]([CH2:43][CH2:42][C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[CH2:49][CH2:48]1)=[O:19]

Participants

4

Reactant 2

HCID 792141-PhenethylpiperazineHCID 19088025HCID 19088025, compound

Product 1

HCID 15230865HCID 15230865, compoundYield 92.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of p-nitrophenyl 7-(3,5,6-trimethyl-1,4-benzoquinon-2-yl)-7-phenyl-heptanoate (0.50 g, 1.05 mmoles) and 4-(2-phenylethyl)piperazine (0.20 g, 1.05 mmoles) in dichloromethane was allowed to stand at room temperature under stirring for 18 hours. After the solvent was evaporated in a reduced pressure, the residue was dissolved in ethylacetate and the solution was washed with aqueous potassium carbonate and water, and dried over magnesium sulfate. The solvent was evaporated and the residue was chromatographed on silica gel column with ethylacetate followed by chloroform-methanol (10:1) as eluant to give 4-[7-(3,5,6-trimethyl-1,4-benzoquinon-2-yl)-7-phenylheptanoyl]-(2-phenylethyl)piperazine (0.51 g, 92%) as an oil.

Workup

  1. customto stand at room temperature
  2. customAfter the solvent was evaporated in a reduced pressure
  3. dissolutionthe residue was dissolved in ethylacetate
  4. washthe solution was washed with aqueous potassium carbonate and water
  5. dry with materialdried over magnesium sulfate
  6. customThe solvent was evaporated
  7. customthe residue was chromatographed on silica gel column with ethylacetate

Sources & evidence

ORD record
ord-2f6464b38ccb49278881e02444fb9f5b
Source dataset
uspto-grants-1994_04
Patent number
US05304658

Reaction notes

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