3-Chloropropionyl chloride → 3-Chloro-1-(4-(4-cyclohexylphenyl)piperazin-1-yl)propan-1-one

HRID 390009Notes

Reaction equation

HRID 390009 reaction equation
[CH:1]1([C:7]2[CH:12]=[CH:11][C:10]([N:13]3[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]3)=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl:19][CH2:20][CH2:21][C:22](Cl)=[O:23]>>[Cl:19][CH2:20][CH2:21][C:22]([N:16]1[CH2:15][CH2:14][N:13]([C:10]2[CH:11]=[CH:12][C:7]([CH:1]3[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]3)=[CH:8][CH:9]=2)[CH2:18][CH2:17]1)=[O:23]

Participants

3

Reactant 2

HCID 693643-Chloropropionyl chlorideHCID 27579961-(4-Cyclohexylphenyl)piperazine

Product 1

HCID 679969623-Chloro-1-(4-(4-cyclohexylphenyl)piperazin-1-yl)propan-1-one

Procedure

A target compound (2.2 g, 6.569 mmol) was yielded as white solid in the same manner as Reference Example 13 by reacting 1-(4-cyclohexylphenyl)piperazine (2.01 g, 8.224 mmol) with 3-chloropropionyl chloride (0.79 mL, 8.224 mmol) and purifying by separation through column chromatography (EtOAc:hexane:CH2Cl2, 1:1:5).

Workup

  1. custompurifying by separation through column chromatography (EtOAc:hexane:CH2Cl2, 1:1:5)

Sources & evidence

ORD record
ord-138f81b703da42649237545543f1efab
Source dataset
uspto-grants-2013_02
Patent number
US08383631B2

Reaction notes

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