4-Chlorostyrene → 1-(4-Fluorophenyl)-4-[2-(4-chlorophenyl)-1-ethyl]piperazine

HRID 428371

Reaction equation

HRID 428371 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.[Cl:14][C:15]1[CH:22]=[CH:21][C:18]([CH:19]=[CH2:20])=[CH:17][CH:16]=1.[Li]CCCC>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH2:13][CH2:12][N:11]([CH2:20][CH2:19][C:18]3[CH:21]=[CH:22][C:15]([Cl:14])=[CH:16][CH:17]=3)[CH2:10][CH2:9]2)=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 140854-ChlorostyreneHCID 752601-(4-Fluorophenyl)piperazineHCID 178418339Butyllithium

Product 1

HCID 110453861-(4-Fluorophenyl)-4-[2-(4-chlorophenyl)-1-ethyl]piperazine

Procedure

According to GP, 2.22 mmol (=0.40 g) of 1-(4-fluorophenyl)piperazine and 2.22 mmol (=0.31 g=0.28 ml) of 4-chlorostyrene are reacted with 5 mol % (=0.111 mmol=70 μl) of n-BuLi solution. Column-chromatographic separation with ethyl acetatein-hexane gives the product 1-(4-fluorophenyl)-4-[2-(4-chlorophenyl)-1-ethyl]piperazine as a light-yellow solid.

Workup

  1. customColumn-chromatographic separation with ethyl acetatein-hexane

Sources & evidence

ORD record
ord-3820c9fd64b8451193808627ea34a7cf
Source dataset
uspto-grants-2001_11
Patent number
US06313297B1

Linked notes

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