Reaktion #2006416

Reaktionsgleichung

Sodium methoxide

4-carboxybenzaldehyde

acetophenone

→

43

Ausbeute 72.0%

4-(3-oxo-3-Phenylpropenyl)-benzoic Acid

Ausbeute 72.0%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigehalf of the volume of methanol was removed under reduced pressure
2. 2
   workup.ADDITIONThe mixture was poured into HCl 1M (50 mL) (until pH=2) and ethyl acetate
3. 3
   workup.ADDITIONwas added
4. 4
   ExtraktionThe separated aqueous layer was extracted with ethyl acetate (3×30 mL)
5. 5
   Trocknendried (MgSO4 anh.)
6. 6
   Filtrationfiltered
7. 7
   Sonstigeevaporated
8. 8
   SonstigeThe residue was triturated with dichloromethane-hexanes (1:1)

Vorschrift

Sodium methoxide (1.8 g, 33.3 mmol) was added to a stirred suspension of 4-carboxybenzaldehyde (2.5 g, 16.6 mmol) and acetophenone (2.0 g uL, 16.6 mmol) in methanol (50 mL) at room temperature. The mixture was stirred at room temperature for 16 hours, and half of the volume of methanol was removed under reduced pressure. The mixture was poured into HCl 1M (50 mL) (until pH=2) and ethyl acetate was added. The separated aqueous layer was extracted with ethyl acetate (3×30 mL) dried (MgSO4 anh.), filtered and evaporated. The residue was triturated with dichloromethane-hexanes (1:1) to afford 3 g of 43 (72% yield).

Quelle