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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532148Generated: October 30, 2026

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

https://huagongshe.com/reaction/532148

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-Propene, 2-bromo-3,3,3-trifluoro-HCID 272696—
Reactant3,5-Dibromobenzeneboronic acidHCID 2734689—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product1,3-Dibromo-5-(3,3,3-trifluoroprop-1-en-2-yl)benzeneHCID 5937890776%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 3,5-dibromophenylboronic acid (2.58 g, 9.2 mmol), 2-bromo-3,3,3-trifluoroprop-1-ene (2.42 g, 13.8 mmol), K2CO3 (2.54 g, 18.4 mmol) and Pd(PPh3)2Cl2 (129 mg, 0.18 mmol) in THF (12 mL) and H2O (6 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 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 (2.3 g; 76% yield) as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853186B2
Source datasetuspto-grants-2014_10
ORD IDord-02eb3b8d08cf447eb0ea6cd7e8d9f385
Source noteuspto-grants-2014_10