Nitric Acid → HCID 601959, Verbindung

HRID 1090417Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1090417
[CH3:1][Si:2]([CH3:14])([CH3:13])[C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([Si](C)(C)C)[CH:4]=1.[N+:15]([O-])([OH:17])=[O:16].C(=O)([O-])[O-].[K+].[K+].C(Cl)Cl>C(OC(=O)C)(=O)C>[N+:15]([C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([Si:2]([CH3:14])([CH3:13])[CH3:1])[CH:4]=1)([O-:17])=[O:16]

Komponenten

6

Edukt 4

HCID 944Nitric AcidHCID 6344DichloromethaneHCID 11430Potassium CarbonateHCID 12358188(1,3-Phenylene)bis(trimethylsilane)

Produkt 1

HCID 601959HCID 601959, VerbindungAusbeute 36 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7918Acetic AnhydrideLösungsmittel2×

Versuchsvorschrift

To a solution of 1.50 g (6.75 mmol) of m-bis(trimethylsilyl)benzene in 4.0 ml of acetic anhydride was added dropwise a solution of 1.6 ml (35.6 mmol) of 94% nitric acid in 5 ml of acetic anhydride at 130° C. with stirring. The mixture was stirred for 30 minutes. The reaction mixture was poured into a mixture of ice and 2% potassium carbonate solution and methylene chloride and separated. The aqueaus layer was extracted with methylene chloride. The organic layer was washed successively with water and 2% potassium hydroxide solution, dried and evaporated. The residue was purified by column chromatogaphy on silica gel [eluent: methylene chloride-cyclohexane (1:3-1:5)] to give 475 mg of pale yellow liquid.

Aufarbeitung

  1. stirringThe mixture was stirred for 30 minutes
  2. customseparated
  3. extractionThe aqueaus layer was extracted with methylene chloride
  4. washThe organic layer was washed successively with water and 2% potassium hydroxide solution
  5. customdried
  6. customevaporated
  7. customThe residue was purified by column chromatogaphy on silica gel [eluent: methylene chloride-cyclohexane (1:3-1:5)]

Quellen und Nachweise

ORD-Eintrag
ord-66f2cc76e0fa4c07b1e1578c8d9c5f01
Quelldatensatz
uspto-grants-1992_01
Patentnummer
US05081271

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