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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532165Generated: October 30, 2026

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

https://huagongshe.com/reaction/532165

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-Propene, 2-bromo-3,3,3-trifluoro-HCID 272696—
Reactant2-(3,5-Dichloro-4-(trifluoromethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 86685054—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product1,3-Dichloro-2-(trifluoromethoxy)-5-(3,3,3-trifluoroprop-1-en-2-yl)benzeneHCID 8668505572%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 2-(3,5-dichloro-4-(trifluoromethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.2 g, 3.36 mmol), 2-bromo-3,3,3-trifluoroprop-1-ene (647 mg, 3.70 mmol), K2CO3 (927 mg, 6.72 mmol) and Pd(PPh3)2Cl2 (47.2 mg, 0.067 mmol) in THF (10 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 (780 mg; 72% yield) as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853186B2
Source datasetuspto-grants-2014_10
ORD IDord-bdad48ef04ac4f19b9b2569aa00a0167
Source noteuspto-grants-2014_10