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Ethanol → HCID 178479647, Verbindung

HRID 2296349
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2296349
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][NH2:6].[ClH:7].C(=N)(OCC)[CH:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)O.[CH2:21]([OH:23])C>>[ClH:7].[OH:23][C:21]1[N:1]([CH2:9][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:2][CH2:3][CH2:4][CH2:5][N:6]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 3

HCID 702EthanolHCID 1045PutrescineHCID 12387918Ethyl 1-hydroxy-1-phenylmethanecarboximidate hydrochloride

Produkt 1

HCID 178479647HCID 178479647, VerbindungAusbeute 34 %

Versuchsvorschrift

To 200 ml of absolute ethanol was added 1,4-diaminobutane at 0° C. with continuous stirring. To this solution waas added an equal molar amount of ethyl mandelimidate hydrochloride. After stirring at 0°-5° C. for two hours, the suspension was heated under reflux 12 hours then cooled and concentrated to remove any traces of NH3. The concentrated solution was acidified by dropwise addition of ethanolic HCl into the suspension which was then concentrated to dryness and the residue recrystallized several times from CH3CN/ether to yield 14.5 g (34%) of product: mp 179°-181° C. Structure was confirmed by IR and NMR.

Aufarbeitung

  1. temperaturethe suspension was heated
  2. temperatureunder reflux 12 hours
  3. temperaturethen cooled
  4. concentrationconcentrated
  5. customto remove any traces of NH3
  6. additionThe concentrated solution was acidified by dropwise addition of ethanolic HCl into the suspension which
  7. concentrationwas then concentrated to dryness
  8. customthe residue recrystallized several times from CH3CN/ether

Quellen und Nachweise

ORD-Eintrag
ord-cadabf6a12a44235b18e58b934466783
Quelldatensatz
uspto-grants-1984_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04428948

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