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Piperazine → Piperazine, 1-(1-oxooctadecyl)-

HRID 2260191
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2260191
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[C:7](Cl)(=[O:25])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]>O1CCCC1>[C:7]([N:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1)(=[O:25])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 4837PiperazineHCID 8212Stearoyl chloride

Produkt 1

HCID 10020929Piperazine, 1-(1-oxooctadecyl)-Ausbeute 13 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

20 g of anhydrous piperazine was dissolved in 1,000 ml of tetrahydrofuran and then 33.6 g of stearoyl chloride was added dropwise thereto under stirring and under cooling with ice. The mixture was stirred under cooling with ice for 1 h and tetrahydrofuran was distilled off under reduced pressure. A saturated aqueous solution of sodium hydrogencarbonate was added to the residue. After extraction with 200 ml of chloroform three times, the extract was washed with a saturated aqueous solution of common salt and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluent: chloroform/methanol=9/1) to obtain 5.1 g of the intended product.

Aufarbeitung

  1. temperatureunder cooling with ice
  2. stirringThe mixture was stirred
  3. temperatureunder cooling with ice for 1 h
  4. distillationtetrahydrofuran was distilled off under reduced pressure
  5. additionA saturated aqueous solution of sodium hydrogencarbonate was added to the residue
  6. extractionAfter extraction with 200 ml of chloroform three times
  7. washthe extract was washed with a saturated aqueous solution of common salt
  8. distillationthe solvent was distilled off under reduced pressure
  9. customThe residue was purified by silica gel column chromatography (eluent: chloroform/methanol=9/1)

Quellen und Nachweise

ORD-Eintrag
ord-5d7b092dd7ba449fbfb590e7e11e7d5d
Quelldatensatz
uspto-grants-1995_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05476863

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