Реакция #68691

Уравнение реакции

13,13-dimethyl-6H-indeno[1,2-b]anthracene-6,11(13H)-dione

HI

iodine

→

13,13-dimethyl-13H-indeno[1,2-b]anthracene

Выход 58.6%

Растворители

acetic acid

Условия реакции

Обработка

1. 1
   Температураunder reflux for 48 hours
2. 2
   ДругоеAfter the reaction was terminated
3. 3
   workup.ADDITIONthe reaction solution was added with distilled water (500 ml)
4. 4
   ФильтрацияThen, the resultant solid was filtered
5. 5
   workup.DISSOLUTIONdissolved in toluene (200 ml)
6. 6
   workup.STIRRINGThe reaction mixture was stirred
7. 7
   Температураunder reflux for 3 hours
8. 8
   ДругоеAfter the reaction was terminated
9. 9
   Экстракцияthe reaction solution was extracted
10. 10
    Другоеpurified by column chromatography

Методика

13,13-dimethyl-6H-indeno[1,2-b]anthracene-6,11(13H)-dione (19 g, 0.058 mol) was dissolved in acetic acid (200 ml) and 57% HI (50 ml) was added thereto. The reaction mixture was stirred under reflux for 48 hours. After the reaction was terminated, the reaction solution was added with distilled water (500 ml). Then, the resultant solid was filtered and dissolved in toluene (200 ml), and iodine (4.56 g, 0.018 mol) was added thereto. The reaction mixture was stirred under reflux for 3 hours. After the reaction was terminated, the reaction solution was extracted and purified by column chromatography to give 13,13-dimethyl-13H-indeno[1,2-b]anthracene (10 g, yield=58%).

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