Nitromethane → Methoxymethyl 2-(2-nitrovinyl)phenyl ether

HRID 926991Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 926991
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=1[CH:7]=O.C([O-])(=O)C.[NH4+].[N+:18]([CH3:21])([O-:20])=[O:19]>>[N+:18]([CH:21]=[CH:7][C:6]1[CH:9]=[CH:10][CH:11]=[CH:12][C:5]=1[O:4][CH2:3][O:2][CH3:1])([O-:20])=[O:19]

Komponenten

4

Edukt 3

HCID 6375NitromethaneHCID 517165Ammonium AcetateHCID 108774852-(Methoxymethoxy)benzaldehyde

Produkt 1

HCID 131735043Methoxymethyl 2-(2-nitrovinyl)phenyl ether

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

2-Methoxymethoxybenzaldehyde (16.4 g) was suspended in nitromethane (54 mL), added with ammonium acetate (5.95 g), and stirred for 30 minutes at 80° C. After cooling to room temperature, the solvent was evaporated under reduced pressure and the residue was suspended in water and then extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium hydrogen carbonate and saturated brine in order and dried over anhydrous sodium sulfate. The solvent was then evaporated under reduced pressure. The residues were purified by diol silica gel column chromatography (5% ethyl acetate/hexane) to obtain the title compound (11.6 g) as a yellow oil.

Aufarbeitung

  1. temperatureAfter cooling to room temperature
  2. customthe solvent was evaporated under reduced pressure
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with a saturated aqueous solution of sodium hydrogen carbonate and saturated brine in order
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe solvent was then evaporated under reduced pressure
  7. customThe residues were purified by diol silica gel column chromatography (5% ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-7b8eb08023334a7e8fd968674c7f46bf
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09290440B2

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