تفاعل #49369

معادلة التفاعل

potassium iodide

iodine

tert-butyl nitrite

sodium thiosulfate

tert-butyl nitrite

7-Amino-4-phenylisoindolinone

→

7-iodo-4-phenylisoindolinone

المردود 61.0%

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooling for 1.5 hours
2. 2
   workup.STIRRINGby stirring at 50° C. for 1.5 hours
3. 3
   استخلاصextracted with ethyl acetate
4. 4
   غسيلThe organic layer was washed with saturated brine
5. 5
   تجفيفdried over anhydrous sodium sulfate
6. 6
   أخرىThe solvent was evaporated under reduced pressure
7. 7
   أخرىthe residue was purified by preparative thin-layer chromatography (chloroform/acetonitrile=6/1)

الإجراء التجريبي

7-Amino-4-phenylisoindolinone (80.0 mg, 0.357 mmol) was dissolved in acetonitrile (4.8 mL), and the solution was added with potassium iodide (71.0 mg, 0.428 mmol), copper iodide (82.0 mg, 0.428 mmol), iodine (109 mg, 0.428 mmol) and tert-butyl nitrite (0.068 mL, 0.57 mmol), followed by stirring under ice-cooling for 1.5 hours. Then, the reaction mixture was warmed to room temperature and further added with tert-butyl nitrite (0.068 mL, 0.57 mmol), followed by stirring at 50° C. for 1.5 hours. The reaction mixture was added with 10% aqueous sodium thiosulfate solution and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by preparative thin-layer chromatography (chloroform/acetonitrile=6/1) to obtain 7-iodo-4-phenylisoindolinone (72.6 mg, yield 61%).

المصدر