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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 551313Generated: October 30, 2026

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

https://huagongshe.com/reaction/551313

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 numberUS07947715B2
Source datasetuspto-grants-2011_05
ORD IDord-08955ad8fa2f4f8a90f687e5cb469036
Source noteuspto-grants-2011_05