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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1055637Generated: November 3, 2026

Cesium carbonate → HCID 89699819, compound

https://huagongshe.com/reaction/1055637

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Bromo-4-nitrotolueneHCID 82189—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
ReactantHCID 89699616HCID 89699616—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 89699819HCID 89699819—

Reaction Conditions

Temperature150 °C

Reaction Steps

980 mg (2.64 mmol) of the compound of Example 3A and 627 mg (2.90 mmol) of 2-bromo-4-nitrotoluene were dissolved in 13 ml of dioxane, the mixture was degassed with argon and 59 mg (0.26 mmol) of palladium(II) acetate, 229 mg (0.40 mmol) of xantphos [4,5-bis(diphenylphosphino)-9,9-dimethylxanthene] and 2.57 g (7.91 mmol) of caesium carbonate were added. The mixture was heated in a microwave oven (Biotage Initiator, with Dynamic Field Tuning) at 150° C. for 30 min. The reaction was then filtered through kieselguhr, the filtrate was concentrated under reduced pressure and the residue was subjected to flash chromatography on silica gel (mobile phase dichloromethane/ethyl acetate 2:1). This gave 980 mg (73% of theory) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394309B2
Source datasetuspto-grants-2016_07
ORD IDord-7ebd227208dc4c63a8b1dddc4f1147b6
Source noteuspto-grants-2016_07