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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1782678Generated: October 30, 2026

Sodium Carbonate → HCID 59855508, compound

https://huagongshe.com/reaction/1782678

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantBenzene, 1-bromo-3-iodo-HCID 11561—
ReactantDibenzofuran-4-boronic acidHCID 2734328—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 59855508HCID 59855508—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 4-dibenzofuranboronic acid (51 mmol), 1-Bromo-3-iodo-benzene (51 mmol), and Pd(PPh3)4, (4 mmol) in 250 mL of toluene and 150 mL of ethanol was heated to obtain a clear solution, then Na2CO3 (155 mmol) in 250 mL water was added. The reaction mixture refluxed for 4 h at 80° C. The mixture was cooled to room temperature and diluted with 300 mL ethyl acetate. The organic layer was washed with 2×300 mL portions of water, 2×300 mL portions of sat. aq. NaCl, and dried (MgSO4). After the solution was concentrated, the residue was purified by column chromatography (eluted with 2% EtOAc-Heptane) to afford 4-(3-Bromo-phenyl)-dibenzofuran.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07498356B2
Source datasetuspto-grants-2009_03
ORD IDord-2cedbaf4b2594034ab946f7c953de0a0
Source noteuspto-grants-2009_03