Water → 4-Tert-butyl-2-nitrobenzoic acid

HRID 600355

Reaktionsgleichung

Reaktionsgleichung von HRID 600355
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]#C)=[C:7]([N+:13]([O-:15])=[O:14])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].C(#N)C.I(O)(=O)(=O)=[O:20].[OH2:24]>[Cl-].[Cl-].[Cl-].[Cl-].C.O.[Ru](Cl)(Cl)Cl>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]([OH:20])=[O:24])=[C:7]([N+:13]([O-:15])=[O:14])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Komponenten

7

Edukt 4

HCID 962Water2×HCID 6342AcetonitrileHCID 65185Metaperiodic acidHCID 580162084-Tert-butyl-1-ethynyl-2-nitrobenzene

Produkt 1

HCID 2573264-Tert-butyl-2-nitrobenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6093376Ruthenium trichloride hydrateKatalysatorHCID 18353858Carban tetrachlorideLösungsmittel

Versuchsvorschrift

4-tert-Butyl-1-ethynyl-2-nitro-benzene (1.662 g, 8.176 mmol) was dissolved in 20 mL carban tetrachloride, 20 mL acetonitrile, and 40 mL water. Periodic acid (9.322 g, 40.89 mmol) was added followed by ruthenium(III)chloride hydrate (85 mg, 0.41 mmol). After stirring of 90 minutes, the resulting mixture was diluted with water and extracted with three portions of dichloromethane. The combined dichloromethane layers wee dried over anhydrous MgSO4, and concentrated in vacuo to yield 4-tert-Butyl-2-nitro-benzoic acid (1.924 g, 86.19 mmol).

Aufarbeitung

  1. extractionextracted with three portions of dichloromethane
  2. dry with materialThe combined dichloromethane layers wee dried over anhydrous MgSO4
  3. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-0a4e468f167f4dea97d49e271611b2f9
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07902194B2

Verknüpfte Notizen

Wird geladen…