Dimethyl Sulfoxide → 4-Chlorobenzyl-4-(3-chloropropyl)piperazine dihydrochloride

HRID 2309024

Reaktionsgleichung

Reaktionsgleichung von HRID 2309024
[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)=[CH:4][CH:3]=1.CS(C)=O.[OH-].[K+].Br[CH2:22][CH2:23][CH2:24][Cl:25]>O>[ClH:1].[ClH:25].[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][N:10]([CH2:22][CH2:23][CH2:24][Cl:25])[CH2:9][CH2:8]2)=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 679Dimethyl SulfoxideHCID 80061-Bromo-3-chloropropaneHCID 14797Potassium HydroxideHCID 1348264-Chlorobenzylpiperazine

Produkt 1

HCID 201531894-Chlorobenzyl-4-(3-chloropropyl)piperazine dihydrochlorideAusbeute 146,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

First, 1-(4-chlorobenzyl)piperazine (20.0 g) is mixed with dimethyl sulfoxide (100 ml), potassium hydroxide (15.0 g) and 1-bromo-3-chloropropane (15.0 g) at room temperature for 3 hours. Water is added to the resulting solution, the reaction product is extracted with ether, dried (magnesium sulfate), and the salt is precipitated with ethereal hydrochloric acid to yield 25.1 g of 1-(4-chlorobenzyl)-4-(3-chloropropyl)piperazine dihydrochloride as a white crystalline solid.

Aufarbeitung

  1. extractionthe reaction product is extracted with ether
  2. dry with materialdried (magnesium sulfate)
  3. customthe salt is precipitated with ethereal hydrochloric acid

Quellen und Nachweise

ORD-Eintrag
ord-b4925db61d2e4b03a8789b505bcdf994
Quelldatensatz
uspto-grants-1987_09
Patentnummer
US04692448

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