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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1880239Generated: October 30, 2026

Water → 5-[3,5-Bis(trifluoromethyl)phenyl]-3-[4-(1-bromoethyl)phenyl]-5-trifluoromethyl-4,5-dihydroisoxazole

https://huagongshe.com/reaction/1880239

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
Reactant5-[3,5-Bis(trifluoromethyl)phenyl]-3-(4-ethylphenyl)-5-trifluoromethyl-4,5-dihydroisoxazoleHCID 86761691—
Solvent1,2-DichloroethaneHCID 11—
Product5-[3,5-Bis(trifluoromethyl)phenyl]-3-[4-(1-bromoethyl)phenyl]-5-trifluoromethyl-4,5-dihydroisoxazoleHCID 86761692—

Reaction Steps

To a solution of 3.00 g of 5-[3,5-bis(trifluoromethyl)phenyl]-3-(4-ethylphenyl)-5-trifluoromethyl-4,5-dihydroisoxazole in 15 mL of 1,2-dichloroethane, 1.29 g of N-bromosuccinimide and 0.10 g of α,α′-azobisisobutyronitrile were added and the resultant mixture was stirred at 75° C. for 3 hours. After the completion of the reaction, the reaction mixture was left to be cooled down to room temperature and then 10 mL of water was added to the reaction mixture. The resultant mixture was extracted with chloroform (20 mL×1). The organic phase was washed with water (10 mL×1) and then dehydrated and dried over saturated saline and anhydrous sodium sulfate in this order, and the solvent was distilled off under reduced pressure. To the resultant residue, hexane was added and a deposited crystal was filtered off to obtain 3.01 g of the objective substance as a white crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318757B2
Source datasetuspto-grants-2012_11
ORD IDord-4a46ae952820425795b91b41ddfbebea
Source noteuspto-grants-2012_11