تفاعل #2006417

ord-c33bd6557c98445992fba955ff8c7bdf

معادلة التفاعل

COC(=O)c1ccc(C=O)cc1
4-carbomethoxybenzaldehyde
CC(=O)c1ccccc1
acetophenone
C[O-].[Na+]
sodium methoxide
Cl
HCl
COC(=O)c1ccc(C=CC(=O)c2ccccc2)cc1
Methyl-4-(3-oxo-3-phenylpropenyl)-benzoate

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةthen heated
  2. 2
    درجة الحرارةto reflux for 1 hour
  3. 3
    درجة الحرارةcooled down to room temperature
  4. 4
    أخرىThe layers were separated
  5. 5
    تجفيفthe organic layer dried over anhydrous MgSO4
  6. 6
    ترشيحfiltered
  7. 7
    أخرىThe solvent was evaporated under vacuum
  8. 8
    أخرىto afford a yellow solid, which
  9. 9
    أخرىwas recrystallized from acetonitrile/water
  10. 10
    أخرىto give a pale yellow crystalline solid

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: USRE043343E1uspto-grants-2012_05