反応 #2006416

反応方程式

Sodium methoxide

4-carboxybenzaldehyde

acetophenone

→

43

収率 72.0%

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

収率 72.0%

溶媒

methanol

反応条件

後処理

1. 1
   その他half 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
   抽出The separated aqueous layer was extracted with ethyl acetate (3×30 mL)
5. 5
   乾燥dried (MgSO4 anh.)
6. 6
   ろ過filtered
7. 7
   その他evaporated
8. 8
   その他The residue was triturated with dichloromethane-hexanes (1:1)

実験手順

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).

出典