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

HRID 3789

Reaktionsgleichung

Reaktionsgleichung von HRID 3789
Br[CH2:2][CH2:3][CH2:4][Cl:5].[CH2:6]([N:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.CS(C)=O.[OH-].[K+]>O>[ClH:5].[ClH:5].[CH2:6]([N:13]1[CH2:18][CH2:17][N:16]([CH2:2][CH2:3][CH2:4][Cl:5])[CH2:15][CH2:14]1)[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Komponenten

6

Edukt 4

HCID 679Dimethyl SulfoxideHCID 80061-Bromo-3-chloropropaneHCID 14797Potassium HydroxideHCID 759941-Benzylpiperazine

Produkt 1

HCID 13731110Benzyl-4-(3-chloropropyl)piperazine dihydrochlorideAusbeute 163,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

31.5 g of 1-bromo-3-chloropropane were added to a mixture of 35 g of 1-benzylpiperazine, 150 ml of dimethyl sulfoxide and 25 g of potassium hydroxide. The resulting mixture was stirred at room temperature for 3 hours. Water was added to the resulting solution, the reaction product was extracted with ether, dried (magnesium sulfate), and the salt was precipitated with ethereal hydrochloric acid to give 35.6 g (55% of theory) of 1-benzyl-4-(3-chloropropyl)piperazine dihydrochloride as a white crystalline solid.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-93fa51c8f7084cf4905f1b5a5619a265
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04722926

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