Methyl Stearate → N-(2,2-dimethyl-3-hydroxypropyl) stearamide

HRID 1659906

Reaktionsgleichung

Reaktionsgleichung von HRID 1659906
[C:1]([O:20]C)(=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[NH2:22][CH2:23][C:24]([CH3:28])([CH3:27])[CH2:25][OH:26].CC(C)([O-])C.[K+]>>[CH3:27][C:24]([CH3:28])([CH2:25][OH:26])[CH2:23][NH:22][C:1](=[O:20])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Komponenten

4

Edukt 3

HCID 8201Methyl StearateHCID 1173261-Propanol, 3-amino-2,2-dimethyl-HCID 23665647Potassium tert-butoxide

Produkt 1

HCID 20558495N-(2,2-dimethyl-3-hydroxypropyl) stearamide

Reaktionsbedingungen

Temperatur
190 °C

Versuchsvorschrift

In a 500 ml, three-neck, round-bottom flask equipped with a thermometer, stirrer and a Stark and Dean trap with condenser were placed 119.4 g of methyl stearate, 41 g of 3-amino-2,2-dimethylpropanol and 3 g of potassium tert-butoxide. The mixture was heated to 190° C., and the methanol distilled off. The reaction mixture was dissolved in hot isopropanol and filtered. On cooling, the product crystallized, and after filtration and drying it melted at 44° C. IR showed an ester carbonyl. The pure product was obtained by washing with hot hexane. The pure product melted at 68°-69° C.

Aufarbeitung

  1. customIn a 500 ml, three-neck, round-bottom flask equipped with a thermometer, stirrer
  2. customa Stark and Dean trap with condenser were placed
  3. distillationthe methanol distilled off
  4. dissolutionThe reaction mixture was dissolved in hot isopropanol
  5. filtrationfiltered
  6. temperatureOn cooling
  7. customthe product crystallized
  8. filtrationafter filtration
  9. customdrying it melted at 44° C
  10. customThe pure product was obtained
  11. washby washing with hot hexane

Quellen und Nachweise

ORD-Eintrag
ord-e88f5d4d94e04b4596963e171c13e3cf
Quelldatensatz
uspto-grants-1981_12
Patentnummer
US04305868

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