Reaktion #528296

ord-43bcb7214e624925a76a5343e7a9381b

Reaktionsgleichung

O=C1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
D-glucono-1,5-lactone
CCCCCCCCCCCCCCN(CCC)CCC
tallowaminopropylamine
NC(=O)[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO
D-gluconamide

Lösungsmittel

Reaktionsbedingungen

Temperatur
40°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeA 1 liter round bottom flask equipped with a condenser, addition funnel
  2. 2
    Sonstigethe heating mantle removed
  3. 3
    TemperaturThe reaction mixture was cooled
  4. 4
    FiltrationThe white product was filtered
  5. 5
    Waschenwashed with cold isopropanol (3×100 ml)
  6. 6
    Sonstigedried under vacuum at 35° C.

Vorschrift

A 1 liter round bottom flask equipped with a condenser, addition funnel, thermometer and mechanical stirrer was charged with D-glucono-1,5-lactone (20.0 g, 0.11 mole) and methanol (56 g). The suspension was heated to 40° C. over 15 minutes and the heating mantle removed. Hydrogenated tallowaminopropylamine (36.0 g, 0.11 mole) was added dropwise over 15 minutes with rapid stirring. The reaction mixture was cooled and placed in a refrigerator at 0° C. overnight. The white product was filtered, washed with cold isopropanol (3×100 ml) and dried under vacuum at 35° C. giving 46.2 g (83% yield) of hydrogenated tallowaminopropyl D-gluconamide with a melting point of 112°-115° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05521293uspto-grants-1996_05