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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1750771Generated: November 1, 2026

Potassium Carbonate → 1,2,3-Trichloro-5-(3,3,3-trifluoroprop-1-en-2-yl)benzene

https://huagongshe.com/reaction/1750771

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-Propene, 2-bromo-3,3,3-trifluoro-HCID 272696—
Reactant3,4,5-Trichlorophenylboronic acidHCID 24820465—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product1,2,3-Trichloro-5-(3,3,3-trifluoroprop-1-en-2-yl)benzeneHCID 4982015590%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 3,4,5-trichlorophenylboronic acid (3.376 g, 15 mmol), 2-bromo-3,3,3-trifluoroprop-1-ene (4.02 g, 23 mmol), K2CO3 (4.15 g, 30 mmol) and Pd(PPh3)2Cl2 (4.15 g, 30 mmol) in THF (16 mL) and H2O (8 mL) was heated at 80° C. in a sealed tube for 4 h. The mixture was cooled to rt and partitioned between EA (50 mL) and H2O (50 mL). The aqueous layer was extracted with EA (50 mL) and the combined organic layers were dried over anhydrous Na2SO4. The solvent was removed under reduced pressure and the crude product was purified by column chromatography on silica gel to give the crude desired product (3.7 g; 90% yield) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156860B2
Source datasetuspto-grants-2015_10
ORD IDord-367919bfdc6746659403a0b90e32851b
Source noteuspto-grants-2015_10