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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2086713Generated: October 29, 2026

p-Toluenesulfonic acid monohydrate → 3-(4-Bromophenyl)-4-(3-fluoro-4-methylthiophenyl)-5-methylisoxazole

https://huagongshe.com/reaction/2086713

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant3-(4-Bromophenyl)4-(3-fluoro-4-methylthiophenyl)-5-methyl-4,5-dihydro-5-isoxazololHCID 22723950—
SolventMethanolHCID 887—
Product3-(4-Bromophenyl)-4-(3-fluoro-4-methylthiophenyl)-5-methylisoxazoleHCID 5374118197%

Reaction Steps

A mixture of 3-(4-bromophenyl)-4-(3-fluoro-4-methylthiophenyl)-5-methyl-4,5-dihydro-5-isoxazolol (630 mg, 1.59 mmol) and p-toluenesulfonic acid monohydrate (274 mg, 1.59 mmol) in methanol (10 ml) was refluxed for 2 h. The mixture was evaporated, dissolved in ethyl acetate (100 ml), washed with saturated sodium bicarbonate (50 ml×2), and dried over anhydrous sodium sulfate. Removal of solvent gave 583 mg (97%) of the title compound as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06727238B2
Source datasetuspto-grants-2004_04
ORD IDord-901e179f503148be81456d66dc8ed743
Source noteuspto-grants-2004_04