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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1848311Generated: November 2, 2026

1,2-Dichloroethane → 1-(4-Chloro-3-methylphenyl)-3-(3,5-dichlorophenyl)-4,4,4-trifluoro-2-buten-1-one

https://huagongshe.com/reaction/1848311

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantPotassium CarbonateHCID 11430—
Reactant4'-Chloro-3'-methylacetophenoneHCID 592743—
Reactant1-(3,5-Dichlorophenyl)-2,2,2-trifluoroethan-1-oneHCID 2758231—
SolventTriethylamineHCID 8471—
Product1-(4-Chloro-3-methylphenyl)-3-(3,5-dichlorophenyl)-4,4,4-trifluoro-2-buten-1-oneHCID 7504578388.5%

Reaction Steps

3.0 g of 4-chloro-3-methylacetophenone, 4.35 g of 3′,5′-dichloro-2,2,2-trifluoroacetophenone, 30 ml of 1,2-dichloroethane, 2.46 g of potassium carbonate and 0.18 g of triethylamine were fed and the mixture was refluxed by heating for 16 hours. The reaction solution was cooled to room temperature, and separated by adding 200 ml of ethyl acetate and iced water. The organic phase was washed with diluted hydrochloric acid and saturated saline, and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluent is a mixed liquid of hexane:ethyl acetate=9:1) to obtain 6.2 g of 1-(4-chloro-3-methylphenyl)-3-(3,5-dichlorophenyl)-4,4,4-trifluoro-2-buten-1-one as brown liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952175B2
Source datasetuspto-grants-2015_02
ORD IDord-66c4e54915904ab2815142152d2ade37
Source noteuspto-grants-2015_02