Реакция #2348100

Уравнение реакции

4-pentylphenylboric acid

potassium carbonate

compound ( 21 )

3-iodo-4,5-difluorotoluene

→

3,4-difluoro-5-(4-pentylphenyl)toluene

Выход 99.0%

Растворители

toluene

Условия реакции

Обработка

1. 1
   Температураunder refluxing
2. 2
   Температураby heating for 4 hours
3. 3
   ДругоеAfter removing Pd/C
4. 4
   Фильтрацияby filtration
5. 5
   Другоеthe filtrate was separated
6. 6
   Экстракцияthe aqueous layer as extracted with toluene, which
7. 7
   workup.ADDITIONwas added to the organic layer
8. 8
   ПромывкаThe organic layer was washed with a saturated potassium hydrogensulfite aqueous solution and saturated saline
9. 9
   Сушкаdried over anhydrous magnesium sulfate
10. 10
    workup.DISTILLATIONThe solvent was distilled off
11. 11
    Другоеthe residue was purified by silica gel column chromatography

Методика

5.74 g of TBAB, 9.84 g of potassium carbonate and 0.76 g of Pd/C were added to 9.04 g of the compound (21) having been dissolved in a mixed solvent of 50 mL of toluene and 50 mL of Solmix, and 6.84 g of 4-pentylphenylboric acid, followed by stirring under refluxing by heating for 4 hours. After removing Pd/C by filtration, the filtrate was separated, and the aqueous layer as extracted with toluene, which was added to the organic layer. The organic layer was washed with a saturated potassium hydrogensulfite aqueous solution and saturated saline, and dried over anhydrous magnesium sulfate. The solvent was distilled off, and the residue was purified by silica gel column chromatography to obtain 8.93 g of 3,4-difluoro-5-(4-pentylphenyl)toluene (22).

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