반응 #5958

반응 방정식

Compound ( f )

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

Hydrazine hydrate

→

pale yellow oil

수율 66.3%

4-(2-Carbomethoxyphenyl)benzylamine

수율 66.3%

용매

ethanol

반응 조건

후처리

1. 1
   온도with warming
2. 2
   온도The solution is heated
3. 3
   온도to reflux for 10 minutes
4. 4
   여과filtered
5. 5
   세척The precipitate is washed with excess hot ethanol

실험 절차

Compound (f) of Example 6 (3.85 g, 0.01 mole) is dissolved in 100 mL of absolute ethanol with warming. Hydrazine hydrate (7.5 mL) is added at once. The solution is heated to reflux for 10 minutes and the reaction mixture sets up. The mixture is cooled to room temperature and filtered. The precipitate is washed with excess hot ethanol. The ethanol fraction is rotovapped to a pale yellow oil. Chromatography on silica gel using methylene chloride/25% methanol as the mobile phase yields 1.6 g (66%) of a pale yellow oil. 1H NMR (CDCl3) 7.83 (1H, d, J=7 Hz); 7.6-7.2 (7H, m); 3.92 (2H, s); 3.66 (3H, s); 2.16 (2H, bs). Mass Spec. (DCl) m/z 242 (M+H). Analysis--calc'd for C15H15NO2.H2O: C, 71.97; H, 6.44; N, 5.60; found: C, 71.60; H, 6.27; N, 5.70.

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