Hydrochloric Acid → 1-(3-Acetylaminopropyl)-4-benzhydrylpiperazine

HRID 280854

Reaktionsgleichung

Reaktionsgleichung von HRID 280854
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][N:8]([CH:11]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:7][CH2:6]1.[C:24](OC(=O)C)(=[O:26])[CH3:25].Cl>>[C:24]([NH:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:6][CH2:7][N:8]([CH:11]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:9][CH2:10]1)(=[O:26])[CH3:25]

Komponenten

4

Edukt 3

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 137677783-(4-Benzhydryl-1-piperazinyl)-1-propanamine

Produkt 1

HCID 133628451-(3-Acetylaminopropyl)-4-benzhydrylpiperazine

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A mixture of 1-(3-aminopropyl)-4-benzhydrylpiperazine (1.55 g) and acetic anhydride (16 ml) was stirred at 100° C. for 1.5 hours. The reaction mixture was concentrated and the residue was extracted with ethyl acetate. The extract was washed successively with aqueous sodium bicarbonate and water, dried and evaporated in vacuo. The residue was purified by column chromatography on silica gel eluting with ethyl acetate. The fractions containing the desired compound were combined and evaporated in vacuo to give a residue. According to a conventional manner, the residue was converted to hydrochloric acid salt, which was recrystallized from a mixture of methanol and diethyl ether to afford 1-(3-acetylaminopropyl)-4-benzhydrylpiperazine (0.8 g) as white crystals. mp: 240°-255° C. (dec.)

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated
  2. extractionthe residue was extracted with ethyl acetate
  3. washThe extract was washed successively with aqueous sodium bicarbonate and water
  4. customdried
  5. customevaporated in vacuo
  6. customThe residue was purified by column chromatography on silica gel eluting with ethyl acetate
  7. additionThe fractions containing the desired compound
  8. customevaporated in vacuo
  9. customto give a residue
  10. customwas recrystallized from a mixture of methanol and diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-a6f207cf2e004f3b945b0f31957d5aeb
Quelldatensatz
uspto-grants-1986_05
Patentnummer
US04591590

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