Reaktion #1605824

Reaktionsgleichung

sodium ethoxide

1-(chloromethyl)-4-nitrobenzene

2-nitropropane

→

1-(2-methyl-2-nitropropyl)-4-nitrobenzene

Ausbeute 76.0%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture was heated
2. 2
   Temperaturunder reflux for 18 hours
3. 3
   FiltrationThe reaction solution was filtered
4. 4
   Einengenconcentrated under reduced pressure
5. 5
   workup.ADDITIONdiluted with ethyl acetate
6. 6
   WaschenThe organic layer was washed with a saturated aqueous solution of sodium chloride
7. 7
   Trocknendried over anhydrous magnesium sulfate
8. 8
   Einengenconcentrated under reduced pressure
9. 9
   SonstigeThe residue was purified by flash column chromatography

Vorschrift

To a solution of sodium ethoxide (3.5 g, 50 mmol) in ethanol (100 mL), 1-(chloromethyl)-4-nitrobenzene (8.6 g, 50 mmol) and 2-nitropropane (2.2 g, 250 mmol) were added at room temperature, and the mixture was heated under reflux for 18 hours. The reaction solution was filtered, concentrated under reduced pressure, and diluted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by flash column chromatography to obtain 1-(2-methyl-2-nitropropyl)-4-nitrobenzene (8.52 g).

Quelle