Réaction #1605824

Équation de réaction

sodium ethoxide

1-(chloromethyl)-4-nitrobenzene

2-nitropropane

→

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

Rendement 76.0%

Solvants

ethanol

Conditions de réaction

Traitement

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

Mode opératoire

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).

Source