Ethylenediamine → Dodecanamide, N-(2-aminoethyl)-

HRID 373197

Reaktionsgleichung

Reaktionsgleichung von HRID 373197
[C:1]([O:14]CC)(=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[CH2:17]([NH2:20])[CH2:18][NH2:19]>O1CCCC1>[NH2:19][CH2:18][CH2:17][NH:20][C:1](=[O:14])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Komponenten

4

Edukt 2

HCID 3301EthylenediamineHCID 7800Ethyl Dodecanoate

Produkt 1

HCID 82394Dodecanamide, N-(2-aminoethyl)-Ausbeute 44,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A solution of 23 g of ethyl dodecanoate and 62.7 g of ethylenediamine in 100 ml of tetrahydrofuran (THF) was refluxed for 3 hours and the excess THF was distilled off. The reaction mixture was heated at 100° C. for 16 hours, cooled to room temperature, poured into cold water and extracted with ether. After drying, the organic solution was concentrated to give 15.7 g of crude product and this was recrystallized from ether-hexane to give 10.9 g of pure product, m.p. 64°-66° C.

Aufarbeitung

  1. distillationthe excess THF was distilled off
  2. temperaturecooled to room temperature
  3. additionpoured into cold water
  4. extractionextracted with ether
  5. customAfter drying
  6. concentrationthe organic solution was concentrated
  7. customto give 15.7 g of crude product
  8. customthis was recrystallized from ether-hexane

Quellen und Nachweise

ORD-Eintrag
ord-4ba5e978f6544351a643c1f9b3b0d08d
Quelldatensatz
uspto-grants-1992_11
Patentnummer
US05162315

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