Water → 2-(4-Chloro-2-butenyl)-1,3-isoindolinedione

HRID 1642097

Reaktionsgleichung

Reaktionsgleichung von HRID 1642097
[Cl:1][CH2:2]/[CH:3]=[CH:4]/[CH2:5]Cl.[C:7]([NH2:18])(=[O:17])[C:8]1[C:9](=[CH:13][CH:14]=[CH:15][CH:16]=1)[C:10](N)=[O:11].[K].O>CN(C=O)C>[Cl:1][CH2:2][CH:3]=[CH:4][CH2:5][N:18]1[C:7](=[O:17])[C:8]2[C:9](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:10]1=[O:11]

Komponenten

5

Edukt 3

HCID 962WaterHCID 6421971,4-Dichloro-2-butene, (2E)-HCID 53445390Potassium phthalamide

Produkt 1

HCID 27342002-(4-Chloro-2-butenyl)-1,3-isoindolinedioneAusbeute 76 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Trans-1,4-dichloro-2-butene (1.14 ml, 10.8 mmol) was dissolved in DMF (27 ml) and purged with argon. Potassium pthalamide (1.00 g, 5.40 mmol) was added to the solution and the reaction was allowed to stir at room temperature overnight. The reaction was then poured into water (75 ml), which precipitated a white solid. This solid was collected by filtration and purified using silica gel chromatography (3:1 Hex:EtOAc) to afford a 76% yield (961 mg) of a white solid.

Aufarbeitung

  1. custompurged with argon
  2. customprecipitated a white solid
  3. filtrationThis solid was collected by filtration
  4. custompurified

Quellen und Nachweise

ORD-Eintrag
ord-f81910309c004b8eace99061811cd35d
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08119642B2

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