Butanal → 1-Butyl-4-(4-methoxyphenyl)piperazine dihydrochloride

HRID 2198522

Reaktionsgleichung

Reaktionsgleichung von HRID 2198522
[ClH:1].Cl.[CH3:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)=[CH:7][CH:6]=1.[CH:17](=O)[CH2:18][CH2:19][CH3:20].C([O-])(=O)C.[Na+].[H][H]>[Pd].CO>[ClH:1].[ClH:1].[CH2:17]([N:14]1[CH2:15][CH2:16][N:11]([C:8]2[CH:7]=[CH:6][C:5]([O:4][CH3:3])=[CH:10][CH:9]=2)[CH2:12][CH2:13]1)[CH2:18][CH2:19][CH3:20]

Komponenten

7

Edukt 4

HCID 261ButanalHCID 517045Sodium AcetateHCID 27237001-(4-Methoxyphenyl)-piperazine, dihydrochlorideHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 205193341-Butyl-4-(4-methoxyphenyl)piperazine dihydrochlorideAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 13.2 parts of 1-(4-methoxyphenyl)piperazine dihydrochloride, 5.1 parts of 1-butanal, 9 parts of sodium acetate and 80 parts of methanol is hydrogenated at normal pressure and at room temperature with 1 part of palladium-on-charcoal catalyst. After the calculated amount of hydrogen is taken up, the catalyst is filtered off and the filtrate is evaporated. Water is added to the residue and the product is precipitated. It is filtered off, washed with water and converted into the hydrochloride salt in ethanol and 2-propanol. Upon the addition of 2,2'-oxybispropane, the salt is precipitated. It is filtered off and crystallized from a mixture of ethanol and 2,2'-oxybispropane, yielding 13.1 parts (81%) of 1-butyl-4-(4-methoxyphenyl)piperazine dihydrochloride; mp. 214.2° C.

Aufarbeitung

  1. filtrationthe catalyst is filtered off
  2. customthe filtrate is evaporated
  3. additionWater is added to the residue
  4. customthe product is precipitated
  5. filtrationIt is filtered off
  6. washwashed with water
  7. additionUpon the addition of 2,2'-oxybispropane
  8. customthe salt is precipitated
  9. filtrationIt is filtered off
  10. customcrystallized from a mixture of ethanol and 2,2'-oxybispropane

Quellen und Nachweise

ORD-Eintrag
ord-67ad504f42b642f882d4afe7fbafc83d
Quelldatensatz
uspto-grants-1982_11
Patentnummer
US04358449

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