تفاعل #2186184

معادلة التفاعل

compound ( b66 )

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

boron tribromide

water

→

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

المردود 86.2%

المذيبات

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   أخرىThe resulting reaction mixture
2. 2
   workup.WAITthe mixture was left at rest
3. 3
   أخرىto separate into an organic layer
4. 4
   استخلاصby extracting to the organic layer
5. 5
   غسيلThe resulting organic layer was washed with a sodium chloride aqueous solution in three times
6. 6
   تجفيفdried over anhydrous magnesium sulfate
7. 7
   تركيزconcentrated under reduced pressure
8. 8
   أخرىto obtain a residue
9. 9
   أخرى19.7 g of the residue was purified by recrystallization from a mixed solvent of heptane and toluene (heptane/toluene=2/1 by volume)

الإجراء التجريبي

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.

المصدر