4-Methoxystyrene → 1-(4-Fluorophenyl)-4-[2-(4-methoxyphenyl)-1-ethyl]piperazine

HRID 428367

Reaction equation

HRID 428367 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[CH3:14][O:15][C:16]1[CH:23]=[CH:22][C:19]([CH:20]=[CH2:21])=[CH:18][CH:17]=1.[Li]CCCC>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH2:13][CH2:12][N:11]([CH2:21][CH2:20][C:19]3[CH:22]=[CH:23][C:16]([O:15][CH3:14])=[CH:17][CH:18]=3)[CH2:10][CH2:9]2)=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 125074-MethoxystyreneHCID 752601-(4-Fluorophenyl)piperazineHCID 178418339Butyllithium

Product 1

HCID 155270721-(4-Fluorophenyl)-4-[2-(4-methoxyphenyl)-1-ethyl]piperazine

Procedure

According to GP, 2.22 mmol (=0.40 g) of 1-(4-fluorophenyl)piperazine and 2.22 mmol (=0.30 g=0.30 ml) of para-methoxystyrene are reacted with 5 mol % (=0.111 mmol=70 μl) of n-BuLi solution. Column-chromatographic separation with ethyl acetate gives the product 1-(4-fluorophenyl)-4-[2-(4-methoxyphenyl)-1-ethyl]piperazine as a light-yellow solid.

Workup

  1. customColumn-chromatographic separation with ethyl acetate

Sources & evidence

ORD record
ord-f6b60c5623d148d58bba36db0044787b
Source dataset
uspto-grants-2001_11
Patent number
US06313297B1

Linked notes

Loading…