Réaction #2006417

Équation de réaction

4-carbomethoxybenzaldehyde

acetophenone

sodium methoxide

HCl

→

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

Solvants

methanol

EtOAc

Conditions de réaction

Traitement

1. 1
   Températurethen heated
2. 2
   Températureto reflux for 1 hour
3. 3
   Températurecooled down to room temperature
4. 4
   AutreThe layers were separated
5. 5
   Séchagethe organic layer dried over anhydrous MgSO4
6. 6
   Filtrationfiltered
7. 7
   AutreThe solvent was evaporated under vacuum
8. 8
   Autreto afford a yellow solid, which
9. 9
   Autrewas recrystallized from acetonitrile/water
10. 10
    Autreto give a pale yellow crystalline solid

Mode opératoire

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.

Source