Reacción #1605824

Ecuación de reacción

sodium ethoxide

1-(chloromethyl)-4-nitrobenzene

2-nitropropane

→

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

Rendimiento 76.0%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe mixture was heated
2. 2
   Temperaturaunder reflux for 18 hours
3. 3
   FiltraciónThe reaction solution was filtered
4. 4
   Concentraciónconcentrated under reduced pressure
5. 5
   workup.ADDITIONdiluted with ethyl acetate
6. 6
   LavadoThe organic layer was washed with a saturated aqueous solution of sodium chloride
7. 7
   Secadodried over anhydrous magnesium sulfate
8. 8
   Concentraciónconcentrated under reduced pressure
9. 9
   OtroThe residue was purified by flash column chromatography

Procedimiento

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).

Fuente