Reaktion #2006417

Reaktionsgleichung

4-carbomethoxybenzaldehyde

acetophenone

sodium methoxide

HCl

→

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

Lösungsmittel

methanol

EtOAc

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthen heated
2. 2
   Temperaturto reflux for 1 hour
3. 3
   Temperaturcooled down to room temperature
4. 4
   SonstigeThe layers were separated
5. 5
   Trocknenthe organic layer dried over anhydrous MgSO4
6. 6
   Filtrationfiltered
7. 7
   SonstigeThe solvent was evaporated under vacuum
8. 8
   Sonstigeto afford a yellow solid, which
9. 9
   Sonstigewas recrystallized from acetonitrile/water
10. 10
    Sonstigeto give a pale yellow crystalline solid

Vorschrift

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.

Quelle