3-(1-Dodecen-1-yl)dihydro-2,5-furandione → Dodecenyl 3-imino-1,2-propanediol succinate

HRID 1736900

Reaktionsgleichung

Reaktionsgleichung von HRID 1736900
[NH2:1][CH2:2][CH:3]([OH:6])[CH2:4][OH:5].[CH:7]([CH:19]1[CH2:24][C:23](=[O:25])[O:22][C:20]1=[O:21])=[CH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]CC>C[O-].[Na+]>[C:23]([OH:22])(=[O:25])[CH2:24][CH2:19][C:20]([OH:21])=[O:5].[CH:20]([CH:4]([OH:5])[CH:3]([OH:6])[CH:2]=[NH:1])=[CH:19][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Komponenten

4

Edukt 2

HCID 329333-(1-Dodecen-1-yl)dihydro-2,5-furandioneHCID 735613-Amino-1,2-propanediol

Produkt 1

HCID 86749673Dodecenyl 3-imino-1,2-propanediol succinateAusbeute 172,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 10942334Sodium MethoxideKatalysator

Reaktionsbedingungen

Temperatur
135 °C

Versuchsvorschrift

A 100 ml four necked round bottom flask equipped with a mechanical stirrer, thermometer, nitrogen inlet and short path distillation head was charged with 3-amino-l,2-propandiol (8.0 g, 8.78×10-2 mole), dodecenyl succinic anhydride (23.4 g, 8.78×10-2 mole) and sodium methoxide (0.05 g, 9.26×10-4 mole). The reaction mixture was heated to 135° C. for 6 hours under a mild nitrogen blanket giving 28.3 g (94.9% yield) of dodecenyl 3-imino-1,2-propanediol succinate.

Aufarbeitung

  1. distillationthermometer, nitrogen inlet and short path distillation head

Quellen und Nachweise

ORD-Eintrag
ord-4b00def0ea71418997f8c3de78e13c89
Quelldatensatz
uspto-grants-1996_07
Patentnummer
US05541341

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