1-Phenylpiperazine → HCID 19423948, compound

HRID 743241Notes

Reaction equation

HRID 743241 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][CH2:11][CH2:12][C:13]2[CH:23]=[CH:22][CH:21]=[CH:20][C:14]=2[O:15][CH2:16][CH:17]2[CH2:19][O:18]2)=[CH:5][CH:4]=1.[C:24]1([N:30]2[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]2)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>O1CCCC1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][CH2:11][CH2:12][C:13]2[CH:23]=[CH:22][CH:21]=[CH:20][C:14]=2[O:15][CH2:16][CH:17]([OH:18])[CH2:19][N:33]2[CH2:34][CH2:35][N:30]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH2:31][CH2:32]2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 70961-PhenylpiperazineHCID 10519198HCID 10519198, compound

Product 1

HCID 19423948HCID 19423948, compoundYield 105.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 185 mg of 2-{2-[4-(4-methoxyphenyl)butyl]phenoxymethyl}oxirane [prepared as described in Example 26(a)] and 96 mg of 1-phenylpiperazine in 5 ml of tetrahydrofuran was stirred at 60° C. for 24 hours. At the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure. The oily residue thus obtained was purified by column chromatography through silica gel, using a 20:1 by volume mixture of methylene chloride and methanol as the eluent, to give 296 mg (yield 96%) of the title compound as a colorless oil.

Workup

  1. concentrationAt the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure
  2. customThe oily residue thus obtained
  3. customwas purified by column chromatography through silica gel
  4. additionby volume mixture of methylene chloride and methanol as the eluent

Sources & evidence

ORD record
ord-d3d6e05d767a4b0499f70fc0f4c5721f
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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