Piperazine → Piperazine, 1-(phenylmethyl)-, hydrochloride (1:2)

HRID 2052806Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2052806
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[OH-].[K+].[CH2:9]([Cl:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>[Br-].C([N+](C)(C)C)CCCCCCCCCCCCCCC.O.C1C=CC=CC=1>[ClH:16].[ClH:16].[CH2:9]([N:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Komponenten

7

Edukt 3

HCID 4837PiperazineHCID 7503Benzyl ChlorideHCID 14797Potassium Hydroxide

Produkt 1

HCID 12198046Piperazine, 1-(phenylmethyl)-, hydrochloride (1:2)Ausbeute 55 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 5974Hexadecyltrimethylammonium BromideKatalysatorHCID 241BenzeneLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of piperazine (350 mmol), KOH (100 mmol) and hexadecyl-trimethyl ammonium bromide (CTAB, 1 mmol) in water (18 ml) was heated to get a solution. Thereafter, benzyl chloride (100 mmol) in 140 ml of benzene was added to the solution dropwise at 70° C., and refluxed for 1 h. The organic layer was washed with water and saline, dried (MgSO4), filtered and evaporated, the residue was dissolved by 50 ml of ethanol and adjusted to a PH of 2 by HCl/C2H5OH (5N), the resulting precipitate was recrystallized from ethanol to obtain N-benzyl piperazine dihydrochloride (55-86%).

Aufarbeitung

  1. temperaturewas heated
  2. customto get a solution
  3. temperaturerefluxed for 1 h
  4. washThe organic layer was washed with water and saline
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customevaporated
  8. dissolutionthe residue was dissolved by 50 ml of ethanol
  9. customthe resulting precipitate was recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-3683190dea0e4fcfb9ee16547cfc9322
Quelldatensatz
uspto-grants-2008_02
Patentnummer
US07326710B2

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