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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532173Generated: October 30, 2026

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

https://huagongshe.com/reaction/532173

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-Propene, 2-bromo-3,3,3-trifluoro-HCID 272696—
Reactant2-(3,5-Dichloro-4-(2,2,2-trifluoroethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 86685059—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product1,3-Dichloro-2-(2,2,2-trifluoroethoxy)-5-(3,3,3-trifluoroprop-1-en-2-yl)benzeneHCID 8668506074.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 2-(3,5-dichloro-4-(2,2,2-trifluoroethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (530 mg, 1.43 mmol), 2-bromo-3,3,3-trifluoroprop-1-ene (275 mg, 1.57 mmol), K2CO3 (395 mg, 2.86 mmol) and Pd(PPh3)2Cl2 (20 mg, 0.029 mmol) in THF (3 mL) and H2O (3 mL) was heated at 80° C. in a sealed tube for 3 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 elute with PE to give 1,3-dichloro-2-(2,2,2-trifluoroethoxy)-5-(3,3,3-trifluoroprop-1-en-2-yl)benzene (360 mg; yield 74%) as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853186B2
Source datasetuspto-grants-2014_10
ORD IDord-db4d6a777c9349839f0e32bffc74f59b
Source noteuspto-grants-2014_10