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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 634549Generated: October 26, 2026

Benzene, 1-bromo-3-iodo- → HCID 117818174, compound

https://huagongshe.com/reaction/634549

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzene, 1-bromo-3-iodo-HCID 11561—
ReactantTriphenylphosphineHCID 11776—
ReactantSodium t-butoxideHCID 23676156—
ReactantN-phenyl-2-DibenzofuranamineHCID 67204676—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
ProductHCID 117818174HCID 11781817471%

Reaction Steps

N-phenyldibenzo[b,d]furan-2-amine (5.0 g, 19.3 mmol), and 1-bromo-3-iodobenzene (10.9 g, 38.6 mmol) were mixed in 100 mL of toluene. The solution was bubbled with nitrogen for 15 min. Pd(OAc)2 (0.22 g, 1.0 mmol), triphenylphosphine (0.51 g, 1.9 mmol) and sodium t-butoxide (2.2 g, 23.1 mmol) were then added. The mixture was refluxed overnight under nitrogen. After cooling, the reaction mixture was filtered through celite/silica pad and the filtrate was concentrated under vacuum. The residue was then purified by column chromatography using DCM:hexane (1:1, v/v) as the eluent. 5.6 g (71%) of a yellow solid was obtained as the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09324949B2
Source datasetuspto-grants-2016_04
ORD IDord-6397db4871bd4252b1cf2675d2fcf5ef
Source noteuspto-grants-2016_04