تفاعل #5229

معادلة التفاعل

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

المذيبات

methylene chloride

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   غسيلwashed with sodium carbonate solution
2. 2
   تجفيفThe organic layer was dried over magnesium sulfate
3. 3
   أخرىthe solvent was removed in vacuo
4. 4
   أخرىThe reaction was quenched with methanol
5. 5
   تركيزThe reaction mixture was concentrated in vacuo
6. 6
   استخلاصthe resulting aqueous solution was extracted with ethyl acetate
7. 7
   تجفيفthe organic layer was dried over magnesium sulfate
8. 8
   أخرىthe solvent was removed in vacuo
9. 9
   أخرىThe residue was triturated with ether

الإجراء التجريبي

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.

المصدر