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Ethanol → N-(2-hydroxy-3-hexadecyloxypropyl)ethanolamine

HRID 1291693
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1291693
COC[CH2:4][CH2:5][NH2:6].[CH2:7]([O: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][CH2:24][CH2:25][CH2:26][CH3:27])[CH:8]1[O:10][CH2:9]1.C([OH:30])C>>[CH2:12]([O:11][CH2:7][CH:8]([OH:10])[CH2:9][NH:6][CH2:5][CH2:4][OH:30])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 3

HCID 702EthanolHCID 16723-MethoxypropylamineHCID 61823Cetyl glycidyl ether

Produkt 1

HCID 11078883N-(2-hydroxy-3-hexadecyloxypropyl)ethanolamineAusbeute 90 %

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a 2-l flask equipped with a stirrer, a dropping funnel, a nitrogen gas inlet tube and a distillation apparatus, 611 g (10.0 mol) of 2-aminoethanol (5-a) and 122 g of ethanol were charged, followed by the dropwise addition of 243 g (0.82 mol) of hexadecyl glycidyl ether (4-a) over 3 hours while stirring under heating to 80° C. in a nitrogen gas atmosphere. After the completion of the dropwise addition, stirring was conducted for further 2 hours at 80° C. From the reaction mixture, ethanol and excessive 2-aminoethanol were distilled off by heating under reduced pressure. The residue was purified by chromatography on a silica gel column, whereby 262 g of the title compound (6-t) were obtained in the form of a white solid (yield: 90% relative to hexadecyl glycidyl ether).

Aufarbeitung

  1. customTo a 2-l flask equipped with a stirrer, a dropping funnel, a nitrogen gas inlet tube
  2. additionAfter the completion of the dropwise addition
  3. stirringstirring
  4. distillationFrom the reaction mixture, ethanol and excessive 2-aminoethanol were distilled off
  5. temperatureby heating under reduced pressure
  6. customThe residue was purified by chromatography on a silica gel column

Quellen und Nachweise

ORD-Eintrag
ord-519f403505bc48979605a4b2c5a9d7fb
Quelldatensatz
uspto-grants-1998_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05753707

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