반응 #5957

반응 방정식

Methyl 2-[4-(bromomethylene)phenyl]benzoate

phthalimide

potassium carbonate

→

title compound

수율 71.0%

N-[4-(2-Carbomethoxyphenyl)benzyl]phthalimide

수율 71.0%

용매

acetonitrile

반응 조건

후처리

1. 1
   온도The mixture is heated
2. 2
   온도at reflux for 24 hours
3. 3
   여과At that time the mixture is filtered through celite
4. 4
   기타The residue is crystallized from ethyl acetate

실험 절차

Methyl 2-[4-(bromomethylene)phenyl]benzoate (1.22 g, 0.04 mole), phthalimide (0.59 g, 0.04 mole), and potassium carbonate (0.55 g, 0.04 mole) are combined in 120 mL acetonitrile. The mixture is heated at reflux for 24 hours. At that time the mixture is filtered through celite and rotovapped to a residue. The residue is crystallized from ethyl acetate to afford 1.1 g (71%) of the title compound as a tan solid mp 148°-150° C. 1H NMR (CDCl3) 7.9-7.1 (12H, m); 4.92 (2H, s); 3.63 (3H, s). Mass Spec. (DCl) m/z 372 (M+H). Analysis--calc'd for C23H17NO4.1/2 H2O: C, 72.62; H, 4.77: N, 3.68; found: C, 72.88; H, 4.55; N, 3.77.

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