Réaction #3401

Équation de réaction

HCl

Benzaldehyde

nitromethane

NaOH

→

title compound

Rendement 37.0%

2-phenylnitroethene

Rendement 37.0%

Solvants

MeOH

—

solution

Conditions de réaction

Traitement

1. 1
   Températurewhile maintaining the temperature below -10° C
2. 2
   workup.WAITstored at 5° C. overnight
3. 3
   workup.ADDITIONThe solution was then poured
4. 4
   AutreThe precipitate was collected
5. 5
   Lavagewashed
6. 6
   Autrerecrystallized from EtOH

Mode opératoire

Benzaldehyde (10.0 g, 94.2 mmol) and nitromethane (5.1 mL, 94.2 mmol) were dissolved in MeOH, the solution was cooled to -18° C., and NaOH (3.9 g, 98.9 mmol) in aqueous solution (80 mL) was added while maintaining the temperature below -10° C. The mixture was stirred at 0° C. for 2 hours, then stored at 5° C. overnight. The solution was then poured into stirring acid (200 mL conc. HCl/300 mL H2O). The precipitate was collected, washed, and recrystallized from EtOH to afford the title compound as light orange needles (5.15 g, 37%).

Source