Dibenzofuran → 2-Iododibenzofuran

Temperatur

60 °C

In a 500-mL three-neck flask, a suspension of 8.4 g (50 mmol) of dibenzofuran, 6.2 g (25 mmol) of iodine, 5.7 g (25 mmol) of orthoperiodic acid, 150 mL of glacial acetic acid, 30 mL of water, and 500 μL of sulfuric acid was heated and stirred at 60° C. for 4.5 hours. After that, the mixture was stirred at room temperature for 16 hours. The generated precipitate was collected by filtration, and the resulting matter was dissolved in 150 mL of toluene and a toluene solution was made. This toluene solution was washed with water three times. After the washing, magnesium sulfate was added to the toluene solution to adsorb moisture. This mixture was filtered and the given filtrate was concentrated. After that, hexane was added, and the mixture was irradiated with ultrasonic waves to perform recrystallization, so that 11.3 g of white powder, which was the objective substance, was obtained in 77% yield. A synthetic scheme of Step 1 is shown in (a-1) below.

1. temperaturewas heated
2. stirringAfter that, the mixture was stirred at room temperature for 16 hours
3. filtrationThe generated precipitate was collected by filtration
4. dissolutionthe resulting matter was dissolved in 150 mL of toluene
5. washThis toluene solution was washed with water three times
6. additionAfter the washing, magnesium sulfate was added to the toluene solution
7. filtrationThis mixture was filtered
8. concentrationthe given filtrate was concentrated
9. additionAfter that, hexane was added
10. customthe mixture was irradiated with ultrasonic waves
11. customrecrystallization
12. customwas obtained in 77% yield

ORD-Eintrag

ord-9963a8848be34ca0914785d1ab729213

Quelldatensatz

uspto-grants-2015_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09150551B2