1-Phenylpiperazine → 1-Phenyl-4-(1-methyl-2-phenylethyl)piperazine

HRID 428374Notes

Reaction equation

HRID 428374 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]([N:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)=[CH:5][CH:6]=1.[CH3:13]/[CH:14]=[CH:15]/[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[Li]CCCC>>[C:4]1([N:7]2[CH2:8][CH2:9][N:10]([CH:14]([CH3:13])[CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:11][CH2:12]2)[CH:3]=[CH:2][CH:1]=[CH:6][CH:5]=1

Participants

4

Reactant 3

HCID 70961-PhenylpiperazineHCID 252325trans-beta-METHYLSTYRENEHCID 178418339Butyllithium

Product 1

HCID 2042441-Phenyl-4-(1-methyl-2-phenylethyl)piperazine

Procedure

According to GP, 2.22 mmol (=0.36 g=0.34 ml) of phenylpiperazine and 2.22 mmol (=0.26 g=0.29 ml) of β-trans-methylstyrene are reacted with 5 mol % (=0.111 mmol=70 μl) of n-BuLi solution. Column-chromatographic separation with ethyl acetate/n-hexane (3:1) gives the product 1-phenyl-4-(1-methyl-2-phenylethyl)piperazine as a yellow solid.

Workup

  1. customColumn-chromatographic separation with ethyl acetate/n-hexane (3:1)

Sources & evidence

ORD record
ord-bceb384c61724e7e943e4ad9c86ced30
Source dataset
uspto-grants-2001_11
Patent number
US06313297B1

Reaction notes

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