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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1948664Generated: October 29, 2026

Cesium fluoride → HCID 57413377, compound

https://huagongshe.com/reaction/1948664

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium fluorideHCID 25953—
Reactant2,6-Dimethylphenylboronic acidHCID 583322—
ReactantTri-tert-butylphosphine tetrafluoroborateHCID 2734635—
ReactantMethyl 3-Bromo-2-methylbenzoateHCID 12929135—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
ProductHCID 57413377HCID 57413377—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a two-neck round bottom flask with a magnetic stirring bar, was added tris(dibenzylideneacetone)dipalladium(0) (120 mg, 0.131 mmol), tri-t-butylphosphonium tetrafluoroborate (76 mg, 0.262 mmol), cesium fluoride (2.65 g, 17.5 mmol), 2,6-dimethylphenylboronic acid (1.3 g, 8.73 mmol), and the compound from Step A (1 g, 4.4 mmol). One neck of the flask was connected to a vacuum line while another neck was fitted with a argon balloon. The flask was then purged 8-10 times with argon. The vacuum line was replaced with a septum and anhydrous THF (10 mL) was added by syringe. The mixture was stirred in a 70° C. oil bath for 16 h. The reaction solution was filtrated and concentrated. The residue was purified by column chromatography on silica gel Biotage 40S™, eluting with EtOAc/hexane (10:1) to give the title compound as a clear oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399507B2
Source datasetuspto-grants-2013_03
ORD IDord-62c557948f0b405e960c343e8127cce4
Source noteuspto-grants-2013_03