Azobisisobutyronitrile → 3-(4-Bromomethyl-3-chlorophenyl)-5-(3,4,5-trichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazole

Temperature

80 °C

To a solution of 26.2 g of 3-(3-chloro-4-methylphenyl)-5-(3,4,5-trichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazole in 200 mL of 1,2-dichloroethane, 12.1 g of N-bromosuccinimide and 0.81 g of α,α′-azobisisobutyronitrile were added and the resultant reaction mixture was stirred at 80° C. for 3 hours. After the completion of the reaction, the reaction mixture was left to be cooled down to room temperature and was washed with water (70 mL×2). Subsequently, the washed reaction mixture was dehydrated and dried over saturated saline and anhydrous sodium sulfate in this order and the solvent was distilled off under reduced pressure to obtain 34.1 g of a crude objective substance as a brown oily substance. This substance was used in the next process as it was without being further purified.

1. customthe resultant reaction mixture
2. customAfter the completion of the reaction
3. waitthe reaction mixture was left
4. temperatureto be cooled down to room temperature
5. washwas washed with water (70 mL×2)
6. customSubsequently, the washed reaction mixture
7. dry with materialdried over saturated saline and anhydrous sodium sulfate in this order
8. distillationthe solvent was distilled off under reduced pressure
9. customto obtain 34.1 g of a crude objective substance as a brown oily substance

ORD record

ord-c56697c8f22f45f2907fb67a38945b73

Source dataset

uspto-grants-2012_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08318757B2