Reacción #487396

Ecuación de reacción

water

Ethyl vinyl ketone

nitromethane

1,1,3,3-tetramethylguanidine

→

6-nitrohexan-3-one

Rendimiento 19.6%

Disolventes

acetic acid

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaby cooling with ice
2. 2
   OtroThe solvent was evaporated under vacuum
3. 3
   Extracciónthe aqueous phase was extracted with ethyl acetate (2×100 ml)
4. 4
   LavadoThe combined organic phases were washed with chilled water (100 ml)
5. 5
   Otrothe solvent was evaporated under vacuum

Procedimiento

A! Ethyl vinyl ketone (25 g, 0,297 mole) was slowly added to a solution of nitromethane (80 ml, 1.48 mole) and 1,1,3,3-tetramethylguanidine (3.7 ml, 0.029 mole) in acetonitrile (180 ml) while maintaining the room temperature by cooling with ice. The reaction mixture was stirred for 48 hours at room temperature, then added with water (70 ml), and the pH was corrected to 5 by acetic acid. The solvent was evaporated under vacuum and the aqueous phase was extracted with ethyl acetate (2×100 ml). The combined organic phases were washed with chilled water (100 ml) and anhydrified over sodium sulfate, then the solvent was evaporated under vacuum to give 42 g of crude 6-nitrohexan-3-one which was used as such in the next step.

Fuente