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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1844833Generated: October 30, 2026

Potassium Bicarbonate → 3-(4-Bromo-3-methylphenyl)-5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazole

https://huagongshe.com/reaction/1844833

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium BicarbonateHCID 516893—
Reactant1,3-Dichloro-5-(3,3,3-trifluoroprop-1-en-2-yl)benzeneHCID 23159823—
Reactant4-Bromo-1-chloro-3-methylbenzaldoximeHCID 86667537—
SolventTetrahydrofuranHCID 8028—
Product3-(4-Bromo-3-methylphenyl)-5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazoleHCID 2315981290.5%

Reaction Steps

In a solution of 22.7 g of 3,5-dichloro-1-(1-trifluoromethylethenyl)benzene produced in Step 1 of Synthetic Example 3 and 26.0 g of 4-bromo-1-chloro-3-methylbenzaldoxime in 120 ml of tetrahydrofuran, 15.7 g of potassium hydrogen carbonate was added, and stirred under reflux with heat for 5 hours. After the completion of the reaction, the reaction mixture was left and cooled to room temperature, insoluble material was filtered off, then the solvent was distilled off under reduced pressure. 150 ml of water was added in the residue, stirred at room temperature for 18 hours, and precipitated crystal was filtered off and dried to obtain 38.6 g of the aimed product as white crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946492B2
Source datasetuspto-grants-2015_02
ORD IDord-c2b8730c5fc640cb8a8192ae33576dec
Source noteuspto-grants-2015_02