反応 #1598660

反応方程式

4-Ethoxy-2,3-difluorophenol

tripotassium phosphate

compound ( 5 )

4′-chloromethyl-4-ethoxy-2,3-difluoro-biphenyl

→

4-ethoxy-2,3-difluoro-4′-(4-ethoxy-2,3-difluorophenoxymethyl)-1,1′-biphenyl

収率 74.0%

溶媒

DMF

反応条件

後処理

1. 1
   その他was continued at 70° C
2. 2
   その他After the reaction mixture obtained
3. 3
   その他separated from the solid by filtration, toluene (100 ml) and water (100 ml)
4. 4
   workup.ADDITIONwere added
5. 5
   workup.ADDITIONmixed
6. 6
   その他had separated into two phases of organic and aqueous phases
7. 7
   抽出The extraction into an organic phase
8. 8
   その他The organic phase obtained
9. 9
   洗浄was washed with brine
10. 10
    乾燥dried over anhydrous magnesium sulfate
11. 11
    workup.DISTILLATIONThen, the solvent was distilled off
12. 12
    その他the residue obtained
13. 13
    その他was purified by means of column chromatography (silica gel; heptane: toluene=1:2 by volume)
14. 14
    その他The product was further purified by means of recrystallization from a mixed solvent of Solmix A-11 and heptane (Solmix A-11: heptane=1:2 by volume)
15. 15
    その他dried

実験手順

4-Ethoxy-2,3-difluorophenol (6) (1.5 g) and tripotassium phosphate (K3PO4) (7.5 g) were added to DMF (100 ml) under a nitrogen atmosphere, and the stirring was continued at 70° C. The compound (5) (2.0 g) was added thereto and the stirring was continued at 70° C. for 7 hours. After the reaction mixture obtained had been cooled to 30° C. and then separated from the solid by filtration, toluene (100 ml) and water (100 ml) were added thereto and mixed. The mixture was then allowed to stand until it had separated into two phases of organic and aqueous phases. The extraction into an organic phase was carried out. The organic phase obtained was washed with brine and dried over anhydrous magnesium sulfate. Then, the solvent was distilled off, and the residue obtained was purified by means of column chromatography (silica gel; heptane: toluene=1:2 by volume). The product was further purified by means of recrystallization from a mixed solvent of Solmix A-11 and heptane (Solmix A-11: heptane=1:2 by volume) and dried, giving 2.2 g of 4-ethoxy-2,3-difluoro-4′-(4-ethoxy-2,3-difluorophenoxymethyl)-1,1′-biphenyl (No. 678). The yield based on the compound (5) was 74.0%.

出典