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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 910391Generated: October 29, 2026

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

https://huagongshe.com/reaction/910391

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium BicarbonateHCID 516893—
Reactant1,3-Dichloro-5-(3,3,3-trifluoroprop-1-en-2-yl)benzeneHCID 23159823—
Reactant4-Bromo-alpha-chloro-3-methylbenzaldoximeHCID 86611478—
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-α-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 numberUS08022089B2
Source datasetuspto-grants-2011_09
ORD IDord-f8eb90539cb448828a83e35c9c609d32
Source noteuspto-grants-2011_09