Acrylonitrile → 3,3'-[(3-Aminopropyl)azanediyl]di(propane-1,2-diol)

HRID 1439308

Reaktionsgleichung

Reaktionsgleichung von HRID 1439308
[OH:1][CH:2]([CH2:10][OH:11])[CH2:3][NH:4][CH2:5][CH:6]([OH:9])[CH2:7][OH:8].[C:12](#[N:15])[CH:13]=[CH2:14]>>[OH:9][CH:6]([CH2:7][OH:8])[CH2:5][N:4]([CH2:3][CH:2]([OH:1])[CH2:10][OH:11])[CH2:14][CH2:13][CH2:12][NH2:15]

Komponenten

3

Edukt 2

HCID 7855AcrylonitrileHCID 184035543,3'-Iminobispropane-1,2-diol

Produkt 1

HCID 234677983,3'-[(3-Aminopropyl)azanediyl]di(propane-1,2-diol)

Versuchsvorschrift

Bis-(2,3-dihydroxypropyl)amine (16.5 g., 0.1 mole) and acrylonitrile (6.4 g., 0.12 mole) was mixed in an ice bath and then warmed to room temperature. After standing for 2 hours, the mixture was then heated at 45° C.-55° C. for 3 hours. The excess acrylonitrile was removed by gentle warming under reduced pressure. The residue was taken up in ethyl alcohol, mixed with sponge nickel catalyst and hydrogenated under 200 psi hydrogen using good agitation. After filtration of catalyst the solvent and excess acrylonitrile was removed by stripping under reduced pressure to leave the product as an oil.

Aufarbeitung

  1. temperaturethe mixture was then heated at 45° C.-55° C. for 3 hours
  2. customThe excess acrylonitrile was removed
  3. temperatureby gentle warming under reduced pressure
  4. additionmixed with sponge nickel catalyst and hydrogenated under 200 psi hydrogen using good agitation
  5. filtrationAfter filtration of catalyst the solvent and excess acrylonitrile
  6. customwas removed

Quellen und Nachweise

ORD-Eintrag
ord-b7727e76c12f432dbe59f12a17d02eeb
Quelldatensatz
uspto-grants-1977_11
Patentnummer
US04058625

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