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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2386155Generated: October 31, 2026

Pyridine → 1-(3-Bromo-4-methylphenyl)-3-(3,5-dichlorophenyl)-4,4,4-trifluoro-2-butene-1-one

https://huagongshe.com/reaction/2386155

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantThionyl ChlorideHCID 24386—
Reactant1-(3-Bromo-4-methylphenyl)-3-(3,5-dichlorophenyl)-4,4,4-trifluoro-3-hydroxybutane-1-oneHCID 86648067—
SolventTolueneHCID 1140—
Product1-(3-Bromo-4-methylphenyl)-3-(3,5-dichlorophenyl)-4,4,4-trifluoro-2-butene-1-oneHCID 86648068—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 6.00 g of 1-(3-bromo-4-methylphenyl)-3-(3,5-dichlorophenyl)-4,4,4-trifluoro-3-hydroxybutane-1-one and 4.70 g of thionyl chloride in 30 mL of toluene, 3.12 g of pyridine was added while heating and stirring the solution at 80° C. and the resultant reaction mixture was continued to be stirred at the same temperature further for 2 hours. After the completion of the reaction, the reaction mixture was left to be cooled down to room temperature and was diluted with 30 mL of toluene, and the diluted reaction mixture was washed with water (30 mL×1). Subsequently, the washed reaction mixture was dehydrated and dried over a saturated brine and anhydrous magnesium sulfate in this order and the solvent was distilled off under reduced pressure to obtain 6.04 g of the objective substance as a yellow oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268754B2
Source datasetuspto-grants-2012_09
ORD IDord-e54c5eedb46e4067803b78343bb092eb
Source noteuspto-grants-2012_09