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

HRID 435197
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 435197
[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.N.O>ClCCl>[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

6

Edukt 4

HCID 222Ammonia4×HCID 962WaterHCID 11439SuccinimideHCID 13838Hexamethyldisilazane

Produkt 1

HCID 116654792,5-Pyrrolidinedione, 1-(trimethylsilyl)-Ausbeute 119,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344
Dichloromethane
Lösungsmittel

Versuchsvorschrift

15.6 ml (0.075 mole) of hexamethyldisilazane were added dropwise over a few minutes to a refluxing suspension of 9.90 g (0.1 mole) of succinimide and 0.24 g (0.5 mmole) of di-4-nitrophenyl N-4-toluenesulfonyl-phosphoramidate in 50 ml of dichloromethane and a stream of nitrogen was led over the reaction mixture to pass the ammonia evolved into water. The progress of the reaction was established by titration of the ammonia evolved and it was found that after refluxing for 1.5 hours, the production of ammonia was completed. 90% of the theoretical amount of ammonia had been evolved and refluxing was continued for another 2 hours. Then the solvent was removed by distillation at normal pressure and fractionation under reduced pressure yielded 15.36 g (89.8%) of N-trimethylsilylsuccinimide boiling at 118°-119° C. at 18 mm Hg and nD 25=1.4745.

Aufarbeitung

  1. temperaturethat after refluxing for 1.5 hours
  2. temperaturerefluxing
  3. customThen the solvent was removed by distillation at normal pressure and fractionation under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-7c3bea7ec90b438ebe09a2a450737332
Quelldatensatz
uspto-grants-1983_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04400509

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