Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 715688Generated: October 31, 2026

Tetrahydrofuran → HCID 58072081, compound

https://huagongshe.com/reaction/715688

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantCesium carbonateHCID 10796—
ReactantTrimethylboroxineHCID 574072—
Reactant3-bromo-4,5-dimethoxybenzonitrileHCID 735526—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 58072081HCID 58072081—

Reaction Conditions

Temperature100 °C

Reaction Steps

50 mg [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium (II) and 5 mL tetrahydrofuran was stirred for 10 min at ambient temperature before 500 mg 3-bromo-4,5 dimethoxybenzonitrile, 0.1 mL trimethylboroxine and 0.85 g cesium carbonate as a solution in 1 mL water were added. The suspension was stirred at 100° C. for 4 h and then diluted with water and ethyl acetate. The phases were separated and the water phase was extracted with additional ethyl acetate (×2). The organic phases were combined, dried over magnesium sulfate and concentrated. The residue was purified with silica gel chromatography (SiO2: cyclohexane/ethyl acetate 9:1 to 7:3) to provide 4.17.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187478B2
Source datasetuspto-grants-2015_11
ORD IDord-c6b948298d8b44798073e53c993e1417
Source noteuspto-grants-2015_11