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Saccharin → 2,5-Pyrrolidinedione, 1-(trimethylsilyl)-

HRID 435196
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 435196
[CH3:1][Si:2]([CH3:9])([CH3:8])[NH:3][Si](C)(C)C.[C:10]1(=[O:16])N[C:13](=[O:15])[CH2:12][CH2:11]1.S1(C2C(=CC=CC=2)C(=O)N1)(=O)=O>C1(C)C=CC=CC=1>[CH3:1][Si:2]([CH3:9])([CH3:8])[N:3]1[C:13](=[O:15])[CH2:12][CH2:11][C:10]1=[O:16]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 5143SaccharinHCID 11439SuccinimideHCID 13838Hexamethyldisilazane

Produkt 1

HCID 116654792,5-Pyrrolidinedione, 1-(trimethylsilyl)-Ausbeute 120.823,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

31.5 ml of hexamethyldisilazane (0.15 mmole) were added to a refluxing suspension of a mixture of 50 ml of toluene and 19.80 g (0.20 mole) of succinimide and 458 mg of saccharin (2.5 mmoles) and refluxing was continued for 2 hours. Fifteen minutes after the addition of the silylating agent, a clear, light yellow solution was obtained which turned brown when refluxing was continued. The reaction mixture was cooled, filtered and after evaporation of the solvent, the residue was vacuum distilled to obtain 31.04 g (90.8%) of N-trimethylsilylsuccinimide boiling at 86°-88° C. at 1.3 mm Hg.

Aufarbeitung

  1. temperaturerefluxing
  2. additionFifteen minutes after the addition of the silylating agent
  3. customa clear, light yellow solution was obtained which
  4. temperaturerefluxing
  5. temperatureThe reaction mixture was cooled
  6. filtrationfiltered
  7. customafter evaporation of the solvent
  8. distillationdistilled

Quellen und Nachweise

ORD-Eintrag
ord-e5956fc8cb834ccca62a044f337ce71b
Quelldatensatz
uspto-grants-1983_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04400509

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