Reacción #1726662

ord-cfd10bd3bcdd438b8b4b53fa7c79eee2

Ecuación de reacción

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
Rendimiento 117.3%
Ic1c2ccccc2c(-c2ccccc2)c2ccccc12
9-iodo-10-phenylanthracene
Rendimiento 117.3%

Disolventes

Condiciones de reacción

Temperatura
70°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    LavadoThis mixture was washed with water twice
  2. 2
    Extracciónthe aqueous layer was extracted with chloroform
  3. 3
    Lavadowashed with a saturated saline
  4. 4
    Secadothe organic layer was dried with magnesium sulfate
  5. 5
    Filtraciónfiltered
  6. 6
    Concentraciónthe obtained filtrate was concentrated
  7. 7
    Otroto give a brown solid
  8. 8
    LavadoThis solid was washed with hexane

Procedimiento

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%.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08110122B2uspto-grants-2012_02