Acetic Acid → alpha-(2-methoxyphenyl)-N-t-butylnitrone

HRID 636720

Reaktionsgleichung

Reaktionsgleichung von HRID 636720
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH:5]=O.[CH3:11][C:12]([N+:15]([O-])=[O:16])([CH3:14])[CH3:13].C(O)(=O)C>C(O)C.[Zn]>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH:5]=[N+:15]([C:12]([CH3:14])([CH3:13])[CH3:11])[O-:16]

Komponenten

6

Edukt 3

HCID 176Acetic AcidHCID 86582-MethoxybenzaldehydeHCID 116722-Methyl-2-nitropropane

Produkt 1

HCID 85447185alpha-(2-methoxyphenyl)-N-t-butylnitrone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23994ZincKatalysatorHCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

To a suspension of 2-methoxybenzaldehyde (622.4 mg, 4.57 mmol), 1,1-dimethylnitroethane (942.7 mg, 9.14 mmol) and zinc (896.3 mg, 13.7 mmol) in ethanol (15 ml) was added acetic acid (944.8 mg, 15.7 mmol) dropwise at 5° C. while stirring. The mixture was stirred at room temperature for one day. After the mixture was cooled to 5° C., zinc acetate was filtered off and the filtrate was concentrated and purified by silica gel chromatography (hexane/ethyl acetate=2/1).

Aufarbeitung

  1. stirringThe mixture was stirred at room temperature for one day
  2. filtrationzinc acetate was filtered off
  3. concentrationthe filtrate was concentrated
  4. custompurified by silica gel chromatography (hexane/ethyl acetate=2/1)

Quellen und Nachweise

ORD-Eintrag
ord-9fe4fb44b89942c199f809b0048e7a22
Quelldatensatz
uspto-grants-2001_02
Patentnummer
US06194461B1

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