Reacción #2006417

Ecuación de reacción

4-carbomethoxybenzaldehyde

acetophenone

sodium methoxide

HCl

→

Methyl-4-(3-oxo-3-phenylpropenyl)-benzoate

Disolventes

methanol

EtOAc

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathen heated
2. 2
   Temperaturato reflux for 1 hour
3. 3
   Temperaturacooled down to room temperature
4. 4
   OtroThe layers were separated
5. 5
   Secadothe organic layer dried over anhydrous MgSO4
6. 6
   Filtraciónfiltered
7. 7
   OtroThe solvent was evaporated under vacuum
8. 8
   Otroto afford a yellow solid, which
9. 9
   Otrowas recrystallized from acetonitrile/water
10. 10
    Otroto give a pale yellow crystalline solid

Procedimiento

To 4-carbomethoxybenzaldehyde (79 mg, 0.48 mmol) and acetophenone (56 μL, 0.48 mmol) in anhydrous methanol (1.6 mL), was added neat sodium methoxide (26 mg, 0.48 mmol). The mixture was stirred at room temperature overnight then heated to reflux for 1 hour, cooled down to room temperature and added HCl 1N and EtOAc. The layers were separated and the organic layer dried over anhydrous MgSO4 and filtered. The solvent was evaporated under vacuum to afford a yellow solid, which was recrystallized from acetonitrile/water to give a pale yellow crystalline solid.

Fuente