反応 #2348100

反応方程式

4-pentylphenylboric acid

potassium carbonate

compound ( 21 )

3-iodo-4,5-difluorotoluene

→

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

収率 99.0%

溶媒

toluene

反応条件

後処理

1. 1
   温度under refluxing
2. 2
   温度by heating for 4 hours
3. 3
   その他After removing Pd/C
4. 4
   ろ過by filtration
5. 5
   その他the filtrate was separated
6. 6
   抽出the aqueous layer as extracted with toluene, which
7. 7
   workup.ADDITIONwas added to the organic layer
8. 8
   洗浄The organic layer was washed with a saturated potassium hydrogensulfite aqueous solution and saturated saline
9. 9
   乾燥dried over anhydrous magnesium sulfate
10. 10
    workup.DISTILLATIONThe solvent was distilled off
11. 11
    その他the residue was purified by silica gel column chromatography

実験手順

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).

出典