1-(2-Methoxyphenyl)piperazine → Piperazine, 1-(2-methoxyphenyl)-4-(2-phenylethyl)-

HRID 428370Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.[CH2:15]=[CH:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[Li]CCCC>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:11][CH2:10]1

Participants

Reactant 3

HCID 13461-(2-Methoxyphenyl)piperazine

HCID 7501Styrene

HCID 178418339Butyllithium

Product 1

HCID 3826471Piperazine, 1-(2-methoxyphenyl)-4-(2-phenylethyl)-

Procedure

According to GP, 2.22 mmol (=0.43 g) of 1-(2-methoxyphenyl)piperazine and 2.22 mmol (=0.23 g=0.25 ml) of styrene are reacted with 5 mol % (=0.111 mmol=70 μl) of n-BuLi solution. Column-chromatographic separation with ethyl acetate/n-hexane (1:2) gives the product 1-(2-methoxyphenyl)-4-(2-phenyl-1-ethyl)piperazine as a yellow oil.

Workup

customColumn-chromatographic separation with ethyl acetate/n-hexane (1:2)

Sources & evidence

ORD record: ord-568910f2bf07412aa195b326265ca42b
Source dataset: uspto-grants-2001_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06313297B1

Reaction notes

Loading…