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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 471379Generated: October 30, 2026

Methanol → 2-Chloro-4-[5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-benzoic Acid Methyl Ester

https://huagongshe.com/reaction/471379

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium AcetateHCID 517045—
Reactant3-(4-Bromo-3-chloro-phenyl)-5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazoleHCID 86658526—
ReactantHCID 178418416HCID 178418416—
Catalystpalladium(II) acetateHCID 167845—
Product2-Chloro-4-[5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-benzoic Acid Methyl EsterHCID 8665852558%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 3-(4-Bromo-3-chloro-phenyl)-5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazole (4.00 g), palladium bis(diphenylphosphine) dichloride CH2Cl2-complex (0.69 g), palladium acetate (0.14 g), sodium acetate (1.03 g), and methanol (50 mL) was placed in an autoclave, charged with 5 bar of carbon monoxide and stirred at 100° C. for 16 h. After cooling, the autoclave was opened and the reaction mixture was filtered. The filtrate was concentrated in vacuum and the residue was purified by flash chromatography on silica gel to obtain the title compound (2.2 g, 58%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633134B2
Source datasetuspto-grants-2014_01
ORD IDord-1cd2dcdcab14473d9006c4c3120ded86
Source noteuspto-grants-2014_01