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Hydrochloric Acid → 3-(2-Hydroxyethyl)-1-(4-piperidyl)-imidazolidin-2-one

HRID 444454
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 444454
C([N:11]1[CH2:16][CH2:15][CH:14]([N:17]2[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][O:24]C3CCCCO3)[C:18]2=[O:31])[CH2:13][CH2:12]1)(OCC1C=CC=CC=1)=O.Cl.[H][H]>CO.[Pd]>[OH:24][CH2:23][CH2:22][N:19]1[CH2:20][CH2:21][N:17]([CH:14]2[CH2:13][CH2:12][NH:11][CH2:16][CH2:15]2)[C:18]1=[O:31]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 23463795HCID 23463795, VerbindungHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 234638053-(2-Hydroxyethyl)-1-(4-piperidyl)-imidazolidin-2-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887
Methanol
Lösungsmittel

Versuchsvorschrift

A solution of 59.7 g of 1-(1-carbobenzoxy-4-piperidyl)-3-[2(2-tetrahydropyranyloxy)-ethyl]-imidazolidin-2-one in 1,200 ml of absolute methanol is hydrogenated at room temperature and normal pressure with the addition of 1 mol equivalent of hydrochloric acid and 6 g of palladium-on-charcoal catalyst until 2 mol equivalents of hydrogen have been taken up. The catalyst is then filtered off and the filtrate is evaporated under reduced pressure. The residue is freed from moisture which is still adhering, by treatment with toluene. The reaction product is chromatographed on 2 kg of basic aluminium oxide using a mixture of chloroform/methanol (85:15) as the eluant mixture. In this way, 3-(2-hydroxyethyl)-1-(4-piperidyl)-imidazolidin-2-one is obtained in the form of a viscous oil, which is further used without additional purification.

Aufarbeitung

  1. customis hydrogenated at room temperature
  2. filtrationThe catalyst is then filtered off
  3. customthe filtrate is evaporated under reduced pressure
  4. customThe reaction product is chromatographed on 2 kg of basic aluminium oxide using
  5. additiona mixture of chloroform/methanol (85:15) as the eluant mixture

Quellen und Nachweise

ORD-Eintrag
ord-0ba2179fe9da450dbbba9609f375eac2
Quelldatensatz
uspto-grants-1981_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04264599

Notizen zur Reaktion

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