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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 878802Generated: October 30, 2026

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

https://huagongshe.com/reaction/878802

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 and 26.0 g of 4-bromo-α-chloro-3-methylbenzaldoxime produced in Step 2 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, and 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 then 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 numberUS08987464B2
Source datasetuspto-grants-2015_03
ORD IDord-b3c93e5b7d674cec8aa0c44dcce9720b
Source noteuspto-grants-2015_03