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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 885799Generated: October 31, 2026

N-bromobutanimide → 3-(4-Bromomethyl-3-chlorophenyl)-5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydro-isoxazole

https://huagongshe.com/reaction/885799

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant3-(3-Chloro-4-methylphenyl)-5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydro-isoxazoleHCID 86631549—
CatalystAzobisisobutyronitrileHCID 6547—
Solvent1,2-DichloroethaneHCID 11—
Product3-(4-Bromomethyl-3-chlorophenyl)-5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydro-isoxazoleHCID 8663155074%

Reaction Conditions

Temperature70 °C

Reaction Steps

In a solution of 13.7 g of 3-(3-chloro-4-methylphenyl)-5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydro-isoxazole in 100 mL of 1,2-dichloroethane, 6.6 g of N-bromosuccinimide and 0.1 g of α,α′-azobisisobutyronitrile were added, and stirred at 70° C. for 3 hours. After the completion of the reaction, the reaction mixture was left and cooled to room temperature, washed with water (70 mL×2), and dehydrated with and dried over saturated sodium chloride aqueous solution and anhydrous sodium sulfate in that order, and then the solvent was distilled off under reduced pressure. The residual solid was washed with diisopropyl ether to obtain 12.1 g of the aimed product as pale yellow crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08242283B2
Source datasetuspto-grants-2012_08
ORD IDord-1d9d6624151c44f4bb6363a3dbc1af4e
Source noteuspto-grants-2012_08