Reacción #5229

Ecuación de reacción

2-Phenyl-pyrrolo[3,4-c]quinolin-3(1H)-one

m-chloroperbenzoic acid

→

2-Phenyl-pyrrolo[3,4-c]quinoline-3(1H),4(5H)-dione

Disolventes

methylene chloride

methylene chloride

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadowashed with sodium carbonate solution
2. 2
   SecadoThe organic layer was dried over magnesium sulfate
3. 3
   Otrothe solvent was removed in vacuo
4. 4
   OtroThe reaction was quenched with methanol
5. 5
   ConcentraciónThe reaction mixture was concentrated in vacuo
6. 6
   Extracciónthe resulting aqueous solution was extracted with ethyl acetate
7. 7
   Secadothe organic layer was dried over magnesium sulfate
8. 8
   Otrothe solvent was removed in vacuo
9. 9
   OtroThe residue was triturated with ether

Procedimiento

A mixture of 2-Phenyl-pyrrolo[3,4-c]quinolin-3(1H)-one (60 mg), and m-chloroperbenzoic acid (105 mg) in 3 mL of methylene chloride was kept at room temperature for 24 h. The mixture was diluted with methylene chloride and washed with sodium carbonate solution. The organic layer was dried over magnesium sulfate and the solvent was removed in vacuo. The residue was heated at 50° C. for 3 h with 1 mL of acetic anhydride. The reaction was quenched with methanol and made basic with ammonium hydroxide. The reaction mixture was concentrated in vacuo, and the resulting aqueous solution was extracted with ethyl acetate, the organic layer was dried over magnesium sulfate and the solvent was removed in vacuo. The residue was triturated with ether to afford 2-Phenyl-pyrrolo[3,4-c]quinoline-3(1H),4(5H)-dione (Compound 16) as a white solid.

Fuente