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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1096141Generated: November 1, 2026

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

https://huagongshe.com/reaction/1096141

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium BicarbonateHCID 516893—
Reactant1,3-Dichloro-5-(3,3,3-trifluoroprop-1-en-2-yl)benzeneHCID 23159823—
Reactant4-Bromo-chloro-3-methylbenzaldoximeHCID 86658461—
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-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. Melting point 105.0 to 108.0° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138213B2
Source datasetuspto-grants-2012_03
ORD IDord-b469d2f67c3c4a9eaef65b20344e0157
Source noteuspto-grants-2012_03