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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532186Generated: October 30, 2026

Potassium Carbonate → 1,2-Dichloro-4-(3,3,3-trifluoroprop-1-en-2-yl)benzene

https://huagongshe.com/reaction/532186

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-Propene, 2-bromo-3,3,3-trifluoro-HCID 272696—
Reactant3,4-Dichlorobenzeneboronic acidHCID 2734330—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product1,2-Dichloro-4-(3,3,3-trifluoroprop-1-en-2-yl)benzeneHCID 6742758663.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of (3,4-dichlorophenyl)boronic acid (500 mg, 2.62 mmol), 2-bromo-3,3,3-trifluoroprop-1-ene (501 mg, 2.88 mmol), K2CO3 (723 mg, 5.24 mmol) and Pd(PPh3)2Cl2 (36 mg, 0.052 mmol) in THF (2 mL) and H2O (1 mL) was heated at 80° C. in a sealed tube for 3 hours. The mixture was cooled to rt and partitioned between EA (20 mL) and H2O (20 mL). The aqueous layer was extracted with EA (20 mL) and the combined organic layers were dried over Na2SO4. The solvent was removed under reduced pressure and the crude product was purified by column chromatography over silica gel eluted with PE to give 1,2-dichloro-4-(3,3,3-trifluoroprop-1-en-2-yl)-benzene (400 mg, 63.3% yield) as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853186B2
Source datasetuspto-grants-2014_10
ORD IDord-a76199dc90fc4e39989d46fd4ccfe57c
Source noteuspto-grants-2014_10