反应详情

温度

-5 °C

Methyltriphenylphosphonium bromide (4.30 g) is suspended in tetrahydrofuran (100 ml) and thereto is added potassium t-butoxide (1.58 g) under ice-cooling. The mixture is stirred at -5° C. for 1 hour and thereto is added 5-oxo-1-[4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-benzazepine (1.60 g) and the mixture is stirred at room temperature for 1 hour. The reaction solution is poured into ice-water (200 ml) and extracted with ethyl acetate. The extract is washed with saturated saline solution and dried over magnesium sulfate. The solvent is distilled off and the resulting residue is purified by silica gel column chromatography (eluent; ethyl acetate:n-hexane=1:2), and recrystallized from ethyl acetate/n-hexane to give 5-methylidene-1-[4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-benzazepine (1.34 g) as white powder, m.p. 216-217° C.

1. temperaturecooling
2. stirringthe mixture is stirred at room temperature for 1 hour
3. extractionextracted with ethyl acetate
4. washThe extract is washed with saturated saline solution
5. dry with materialdried over magnesium sulfate
6. distillationThe solvent is distilled off
7. customthe resulting residue is purified by silica gel column chromatography (eluent; ethyl acetate:n-hexane=1:2)
8. customrecrystallized from ethyl acetate/n-hexane