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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1012597Generated: October 30, 2026

Cesium carbonate → HCID 11282738, compound

https://huagongshe.com/reaction/1012597

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Bromo-5-fluorotolueneHCID 96743—
ReactantBinap, (A+-)-HCID 634876—
ReactantHCID 67314102HCID 67314102—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 11282738HCID 11282738—

Reaction Conditions

Temperature100 °C

Reaction Steps

2-Bromo-5-fluorotoluene (47 μL, 0.37 mmol) was dissolved in 3 mL dry 1,4-dioxane in a vial under an argon atmosphere. Compound 404 (110 mg, 0.31 mmol) was added and dissolved in the solvent. Rac-BINAP (7.3 mg, 0.012 mmol), Pd2(dba)3 (7.0 mg, 0.008 mmol) and Cs2CO3 (141 mg, 0.43 mmol) were added, and the reaction mixture was stirred under an argon atmosphere at 100° C. for 72 h. The reaction mixture was filtered and then purified by continuous gradient flash chromatography using EtOAc/petroleum ether (40-60) (v:v=0:100 to 50:50) as the eluent to afford the title compound as brown oil. 13C NMR (CDCl3) δ 195.4, 169.7, 160.6, 150.3, 139.8, 139.7, 136.6, 135.4, 134.0, 133.7, 132.4, 131.5, 129.2, 127.9, 127.4, 127.0, 117.8, 115.0, 113.8, 111.7, 66.8, 48.3, 42.8, 20.2, 18.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977387B2
Source datasetuspto-grants-2011_07
ORD IDord-322a210984154680aa1dde8a4a246dd4
Source noteuspto-grants-2011_07