Isodecanol → (2E)-2-Bromo-2-butenedioic acid

HRID 1656666Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1656666
[Br:1][C:2]1[C:3]([O:5][C:6](=[O:8])[CH:7]=1)=[O:4].C([OH:19])CCCCCCC(C)C>C1(C)C=CC=CC=1>[Br:1]/[C:2](=[CH:7]/[C:6]([OH:5])=[O:8])/[C:3]([OH:19])=[O:4]

Komponenten

4

Edukt 2

HCID 32898IsodecanolHCID 800273-Bromo-2,5-furandione

Produkt 1

HCID 5358119(2E)-2-Bromo-2-butenedioic acidAusbeute 260,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

Bromomaleic anhydride (19.5 g), isodecanol (69.5 g) p-toluene sulphonic acid (2 g) and toluene (70 ml) were stirred and boiled under reflux below a Dean-Stark trap of volume 15 ml for 2.5 hours. The solution was then cooled with petroleum ether and the petroleum ether solution was washed with water. The solvent and excess isodecanol were distilled under reduced pressure, finally at 100°/0.2 mm of mercury pressure, leaving the bis(isodecyl)ester of bromomaleic acid (56 g) as an oil with an estimated purity by gas chromatography of 96%.

Aufarbeitung

  1. temperatureunder reflux below a Dean-Stark trap of volume 15 ml for 2.5 hours
  2. washthe petroleum ether solution was washed with water
  3. distillationThe solvent and excess isodecanol were distilled under reduced pressure, finally at 100°/0.2 mm of mercury pressure

Quellen und Nachweise

ORD-Eintrag
ord-5893f884ce5b44b6bbe4d8042f3cff83
Quelldatensatz
uspto-grants-1993_10
Patentnummer
US05254695

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