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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1848294Generated: October 25, 2026

5-Ethyl-2-methylpyridine → 1-(4-Bromo-3-methylphenyl)-3-(3,5-dichlorophenyl)-4,4,4-trifluoro-2-buten-1-one

https://huagongshe.com/reaction/1848294

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Ethyl-2-methylpyridineHCID 7728—
ReactantThionyl ChlorideHCID 24386—
Reactant1-(4-Bromo-3-methylphenyl)-3-(3,5-dichlorophenyl)-4,4,4-trifluoro-3-hydroxybutan-1-oneHCID 86626426—
SolventTolueneHCID 1140—
Product1-(4-Bromo-3-methylphenyl)-3-(3,5-dichlorophenyl)-4,4,4-trifluoro-2-buten-1-oneHCID 76563582—

Reaction Conditions

Temperature70 °C

Reaction Steps

6.84 g of 1-(4-bromo-3-methylphenyl-3-(3,5-dichlorophenyl)-4,4,4-trifluoro-3-hydroxybutan-1-one, 13.7 g of toluene and 4.46 g of thionyl chloride were fed, and the mixture was heated to 70° C. 3.64 g of 2-methyl-5-ethylpyridine was slowly added in dropwise, and the mixture was stirred for 70 minutes at 70° C. The mixture was cooled to room temperature, and separated by adding 6.84 g of water. The organic phase was washed with a diluted aqueous solution of sodium hydroxide, and the solvent was distilled off under reduced pressure. 6.60 g of 1-(4-bromo-3-methylphenyl)-3-(3,5-dichlorophenyl)-4,4,4-trifluoro-2-buten-1-one was obtained as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952175B2
Source datasetuspto-grants-2015_02
ORD IDord-cbdc3507dc87440a96f7239232744548
Source noteuspto-grants-2015_02