Reaktion #2148499

Reaktionsgleichung

1,3-diiodo-5,5-dimethylimidazolidine-2,4-dione

9-phenylanthracene

acetic acid

water

9-phenylanthracene

→

yellow solid

Ausbeute 117.3%

9-iodo-10-phenylanthracene

Ausbeute 117.3%

Lösungsmittel

chloroform

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe resulting mixture was washed with water twice
2. 2
   Sonstigethe organic layer was separated from the aqueous layer
3. 3
   ExtraktionThe aqueous layer was extracted with chloroform
4. 4
   Waschenwashed with brine
5. 5
   Trocknenthe combined organic layer was dried with magnesium sulfate
6. 6
   Filtrationfiltered
7. 7
   Sonstigethe filtrate obtained
8. 8
   Einengenwas concentrated
9. 9
   Sonstigeto give a brown solid
10. 10
    WaschenThis solid was washed with hexane

Vorschrift

In a 500 mL Erlenmeyer flask was added 4.5 g (18 mmol) of 9-phenylanthracene. To the flask was added 200 mL of acetic acid, followed by heating at 70° C. to dissolve 9-phenylanthracene therein. To the resulting solution was added 5.2 g (13 mmol) of 1,3-diiodo-5,5-dimethylimidazolidine-2,4-dione (DIH), and the solution was stirred under air at 70° C. for 3 hours. After the reaction, ca. 100 mL of water and ca. 200 mL, of chloroform were added to this solution. The resulting mixture was washed with water twice, and the organic layer was separated from the aqueous layer. The aqueous layer was extracted with chloroform. The extract was combined with the organic layer and washed with brine, and then the combined organic layer was dried with magnesium sulfate. This mixture was gravity filtered, and the filtrate obtained was concentrated to give a brown solid. This solid was washed with hexane to give 5.8 g of a yellow solid in a yield of 86%, which was the desired substance. The synthetic scheme is shown in the following (A-2).

Quelle