trans-1,4-Dibromo-2-butene → 2-(4-Bromobut-2-en-1-yl)isoindoline-1,3-dione

HRID 36581

Reaktionsgleichung

Reaktionsgleichung von HRID 36581
[Br:1][CH2:2]/[CH:3]=[CH:4]/[CH2:5]Br.[C:7]1(=[O:17])[NH:11][C:10](=[O:12])[C:9]2=[CH:13][CH:14]=[CH:15][CH:16]=[C:8]12.[K]>CN(C)C=O>[Br:1][CH2:2]/[CH:3]=[CH:4]/[CH2:5][N:11]1[C:10](=[O:12])[C:9]2=[CH:13][CH:14]=[CH:15][CH:16]=[C:8]2[C:7]1=[O:17]

Komponenten

4

Edukt 2

HCID 641245trans-1,4-Dibromo-2-buteneHCID 24194345Phthalimide potassium salt

Produkt 1

HCID 105168412-(4-Bromobut-2-en-1-yl)isoindoline-1,3-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

A mixture of trans-1,4-dibromo-2-butene (6.4 g, 30 mmol) and potassium phthalimide (5.6 g, 30 mmol) in anhydrous dimethyl formamide (200 ml) was heated at 50° C. for 24 h. Then the reaction mixture was concentrated in vacuo, dissolved in ethyl acetate, washed with brine and the pure title product was obtained by flash chromatography on silica gel (ethyl acetate: hexane; 15:85) (3.2 g, 40%).

Aufarbeitung

  1. concentrationThen the reaction mixture was concentrated in vacuo
  2. dissolutiondissolved in ethyl acetate
  3. washwashed with brine

Quellen und Nachweise

ORD-Eintrag
ord-ee15fbcd76dc40cc8c92ef9b7b59c2d5
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05416076

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