Dimethyl Sulfoxide → 2-{[4-(methylsulfonyl)benzyl]oxy}-1H-isoindole-1,3(2H)-dione

HRID 450755

Reaktionsgleichung

Reaktionsgleichung von HRID 450755
Cl[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([CH3:12])(=[O:11])=[O:10])=[CH:5][CH:4]=1.CS(C)=O.[OH:17][N:18]1[C:22](=[O:23])[C:21]2=[CH:24][CH:25]=[CH:26][CH:27]=[C:20]2[C:19]1=[O:28].C(=O)([O-])[O-].[K+].[K+]>O>[CH3:12][S:9]([C:6]1[CH:7]=[CH:8][C:3]([CH2:2][O:17][N:18]2[C:22](=[O:23])[C:21]3[C:20](=[CH:27][CH:26]=[CH:25][CH:24]=3)[C:19]2=[O:28])=[CH:4][CH:5]=1)(=[O:11])=[O:10]

Komponenten

6

Edukt 4

HCID 679Dimethyl SulfoxideHCID 10665N-HydroxyphthalimideHCID 11430Potassium CarbonateHCID 1235301-(Chloromethyl)-4-methanesulfonylbenzene

Produkt 1

HCID 594792692-{[4-(methylsulfonyl)benzyl]oxy}-1H-isoindole-1,3(2H)-dioneAusbeute 64,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To a mixture of 659 mg of 1-(chloromethyl)-4-(methylsulfonyl)benzene and 10 ml of DMSO were added 525 mg of N-hydroxyphthalimide and 445 mg of potassium carbonate, followed by stirring at 50° C. for 2 hours. The reaction solution was cooled, water was then added thereto, and the precipitated crystal was collected by filtration to obtain 685 mg of 2-{[4-(methylsulfonyl)benzyl]oxy}-1H-isoindole-1,3(2H)-dione as a white solid.

Aufarbeitung

  1. temperatureThe reaction solution was cooled
  2. filtrationthe precipitated crystal was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-3b50be10981d4f3082d19f516d862428
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08486970B2

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