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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1012604Generated: October 31, 2026

Cesium carbonate → HCID 58677674, compound

https://huagongshe.com/reaction/1012604

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Bromo-5-fluorotolueneHCID 96743—
ReactantBinap, (A+-)-HCID 634876—
ReactantHCID 67313934HCID 67313934—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 58677674HCID 58677674—

Reaction Conditions

Temperature100 °C

Reaction Steps

2-Bromo-5-fluorotoluene (56 μL, 0.44 mmol) was dissolved in 3 mL dry 1,4-dioxane in a vial under an argon atmosphere. Compound 468 (132 mg, 0.37 mmol) was added and dissolved in the solvent. Rac-BINAP (8.6 mg, 0.014 mmol), Pd2(dba)3 (8.5 mg, 0.009 mmol) and Cs2CO3 (169 mg, 0.52 mmol) were added, and the reaction mixture was stirred under an argon atmosphere at 100° C. for 48 h. The reaction mixture was filtered and then purified by flash chromatography using EtOAc/DCM 1:3 as the eluent to afford the title compound as yellow foam. 13C NMR (CDCl3) δ 195.5, 169.8, 160.7, 150.2, 141.1, 138.1, 137.2, 136.5, 135.7, 134.2, 133.6, 129.7, 129.2, 127.3, 127.3, 123.9, 117.9, 115.2, 113.9, 111.5, 66.9, 48.2, 42.5, 20.2, 18.1

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977387B2
Source datasetuspto-grants-2011_07
ORD IDord-fee20129bf44405ca8c22a7f2d710c9c
Source noteuspto-grants-2011_07