Réaction #1726662

ord-cfd10bd3bcdd438b8b4b53fa7c79eee2

Équation de réaction

CC1(C)C(=O)N(I)C(=O)N1I
1,3-diiodo-5,5-dimethylimidazolidine-2,4-dione
c1ccc(-c2c3ccccc3cc3ccccc23)cc1
9-phenylanthracene
CC(=O)O
acetic acid
O
water
c1ccc(-c2c3ccccc3cc3ccccc23)cc1
9-phenylanthracene
Ic1c2ccccc2c(-c2ccccc2)c2ccccc12
yellow solid
Rendement 117.3%
Ic1c2ccccc2c(-c2ccccc2)c2ccccc12
9-iodo-10-phenylanthracene
Rendement 117.3%

Solvants

Conditions de réaction

Température
70°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    LavageThis mixture was washed with water twice
  2. 2
    Extractionthe aqueous layer was extracted with chloroform
  3. 3
    Lavagewashed with a saturated saline
  4. 4
    Séchagethe organic layer was dried with magnesium sulfate
  5. 5
    Filtrationfiltered
  6. 6
    Concentrationthe obtained filtrate was concentrated
  7. 7
    Autreto give a brown solid
  8. 8
    LavageThis solid was washed with hexane

Mode opératoire

Into a 500 mL Erlenmeyer flask was put 4.5 g (18 mmol) of 9-phenylanthracene. Then 200 mL of acetic acid was added to the flask, followed by heating to 70° C., and 9-phenylanthracene was dissolved therein. Into this solution, 5.2 g (13 mmol) of 1,3-diiodo-5,5-dimethylimidazolidine-2,4-dione (abbreviation: DIH) was added. This solution was stirred in air at 70° C. for 3 hours. After the stirring, about 100 mL of water and about 200 mL of chloroform were added to this solution. This mixture was washed with water twice, and the aqueous layer was extracted with chloroform. The extracted solution was combined with the organic layer and washed with a saturated saline, and then the organic layer was dried with magnesium sulfate. This mixture was gravity filtered, and the obtained filtrate was concentrated to give a brown solid. This solid was washed with hexane to give 5.8 g of a yellow solid, which was the object of the synthesis, in a yield of 86%.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08110122B2uspto-grants-2012_02