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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1022850Generated: November 1, 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/1022850

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 numberUS08722673B2
Source datasetuspto-grants-2014_05
ORD IDord-123d8a5be906402eb2233d1110c71ffa
Source noteuspto-grants-2014_05