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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1183716Generated: November 2, 2026

Cesium fluoride → HCID 57995657, compound

https://huagongshe.com/reaction/1183716

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium fluorideHCID 25953—
ReactantTolylboronic acidHCID 79799—
ReactantHCID 57995489HCID 57995489—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 57995657HCID 5799565763.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of compound ethyl 1-(3-bromo-5-chloro-4-(2,2,2-trifluoroethoxy)phenyl)cyclobutanecarboxylate (500 mg, 1.2 mmol), 4-methyl phenylboronic acid (0.237 g, 1.68 mmol), Palladium Tetrakis (triphenylphosphine) (0.134 g, 0.116 mmol), Cesium fluoride (0.354 g, 2.23 mmol) in DME (30 ml) was stirred for overnight at 100° C. After completion of the reaction, the precipitate was removed by filtration. The filtrate was diluted with water and extracted with ethyl acetate (2×100 mL). The combined organic layers were washed with water, brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The crude material was purified by column chromatography to yield ethyl 1-(5-chloro-4′-methyl-6-(2,2,2-trifluoroethoxy)biphenyl-3-yl)cyclobutanecarboxylate (325 mg) as thick oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08664249B2
Source datasetuspto-grants-2014_03
ORD IDord-ab55cb39c65a421cb7d12b33b6544df8
Source noteuspto-grants-2014_03