反応 #2006417

反応方程式

4-carbomethoxybenzaldehyde

acetophenone

sodium methoxide

HCl

→

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

溶媒

methanol

EtOAc

反応条件

後処理

1. 1
   温度then heated
2. 2
   温度to reflux for 1 hour
3. 3
   温度cooled down to room temperature
4. 4
   その他The layers were separated
5. 5
   乾燥the organic layer dried over anhydrous MgSO4
6. 6
   ろ過filtered
7. 7
   その他The solvent was evaporated under vacuum
8. 8
   その他to afford a yellow solid, which
9. 9
   その他was recrystallized from acetonitrile/water
10. 10
    その他to give a pale yellow crystalline solid

実験手順

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.

出典