Hydrogen Peroxide → 3-(3,4-Dichlorophenyl)-spiro (oxirane-2, 2'-indan)-1',3'-dione

HRID 1243343

Reaktionsgleichung

Reaktionsgleichung von HRID 1243343
[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][C:19]=1[Cl:20])[CH:5]=[C:6]1[C:14](=[O:15])[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]1=[O:16].[OH:21]O.[OH-].[Na+].O>CO>[Cl:1][C:2]1[CH:3]=[C:4]([CH:5]2[C:6]3([C:14](=[O:15])[C:13]4[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=4)[C:7]3=[O:16])[O:21]2)[CH:17]=[CH:18][C:19]=1[Cl:20]

Komponenten

6

Edukt 4

HCID 784Hydrogen PeroxideHCID 962WaterHCID 14798Sodium HydroxideHCID 75149132-(3,4-dichlorobenzylidene)-1H-indene-1,3(2H)-dione

Produkt 1

HCID 114385533-(3,4-Dichlorophenyl)-spiro (oxirane-2, 2'-indan)-1',3'-dioneAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a suspension of 2-(3,4-dichloro-benzylidene)-indane-1,3-dione (1c) (1.6 g, 5.2 mmol) in MeOH (13 mL) was added hydrogen peroxide (30% solution, 3 mL). The mixture was cooled to 0° C. and sodium hydroxide (1N, 300 μL) was added dropwise. After addition was completed, stirring was continued at room temperature for 1 h. The mixture was then poured into water (5 mL) and the resulting solid was collected by filtration and washed with water and MeOH. After drying under high vacuum 3-(3,4-dichlorophenyl)-spiro (oxirane-2,2′-indan)-1′,3′-dione (1d) (1.6 g, 95% yield) was obtained.

Aufarbeitung

  1. additionAfter addition
  2. filtrationthe resulting solid was collected by filtration
  3. washwashed with water and MeOH

Quellen und Nachweise

ORD-Eintrag
ord-66febc794a3344e1b8145a52301268cf
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07119099B2

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