반응 #2186184

반응 방정식

compound ( b66 )

3-chloro-2-fluoro-4-methoxy-4′-propylbiphenyl

boron tribromide

water

→

3-chloro-2-fluoro-4′-propylbiphenyl-4-ol

수율 86.2%

용매

methylene chloride

반응 조건

후처리

1. 1
   기타The resulting reaction mixture
2. 2
   workup.WAITthe mixture was left at rest
3. 3
   기타to separate into an organic layer
4. 4
   추출by extracting to the organic layer
5. 5
   세척The resulting organic layer was washed with a sodium chloride aqueous solution in three times
6. 6
   건조dried over anhydrous magnesium sulfate
7. 7
   농축concentrated under reduced pressure
8. 8
   기타to obtain a residue
9. 9
   기타19.7 g of the residue was purified by recrystallization from a mixed solvent of heptane and toluene (heptane/toluene=2/1 by volume)

실험 절차

22.0 g of the compound (b66) was dissolved in 200 mL of methylene chloride. 23.7 g of boron tribromide was added dropwise to the resulting solution in a temperature range of −27 to −20° C., and the temperature of the solution was gradually increased to room temperature, followed by stirring overnight. The resulting reaction mixture was poured slowly to 300 mL of iced water, and the mixture was left at rest to separate into an organic layer and an aqueous layer, followed by extracting to the organic layer. The resulting organic layer was washed with a sodium chloride aqueous solution in three times, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to obtain a residue. The residue was a yellowish solid. 19.7 g of the residue was purified by recrystallization from a mixed solvent of heptane and toluene (heptane/toluene=2/1 by volume) to obtain 18.0 g of 3-chloro-2-fluoro-4′-propylbiphenyl-4-ol (b67). The resulting compound (b67) was a white solid.

출처