Реакция #2006417

Уравнение реакции

4-carbomethoxybenzaldehyde

acetophenone

sodium methoxide

HCl

→

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

Растворители

methanol

EtOAc

Условия реакции

Обработка

1. 1
   Температураthen heated
2. 2
   Температураto reflux for 1 hour
3. 3
   Температураcooled down to room temperature
4. 4
   ДругоеThe layers were separated
5. 5
   Сушкаthe organic layer dried over anhydrous MgSO4
6. 6
   Фильтрацияfiltered
7. 7
   ДругоеThe solvent was evaporated under vacuum
8. 8
   Другоеto afford a yellow solid, which
9. 9
   Другоеwas recrystallized from acetonitrile/water
10. 10
    Другоеto give a pale yellow crystalline solid

Методика

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.

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