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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1947149Generated: October 30, 2026

Iodobenzene → HCID 57860210, compound

https://huagongshe.com/reaction/1947149

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodobenzeneHCID 11575—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 57860479HCID 57860479—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
Solventtert-ButanolHCID 6386—
ProductHCID 57860210HCID 5786021030%

Reaction Steps

A solution of the compound of Example 77 (200 mg, 0.42 mmol), iodobenzene (0.50 mL), tris(dibenzylideneacetone)dipalladium (0) (38 mg, 0.042 mmol), x-phos (40 mg, 0.085 mmol) and sodium tert-butoxide (102 mg, 1.1 mmol) in tert-butanol (4.0 mL) was stirred under microwave irradiation at 130° C. for 35 min. The reaction mixture was diluted with water, and extracted twice with ethyl acetate. The extracts were combined, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by aminosilica gel chromatography (eluate; ethyl acetate/hexane=30/70-100/0) and recrystallized from ethyl acetate to give the title compound (70 mg, 30%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399449B2
Source datasetuspto-grants-2013_03
ORD IDord-d9c2e75b8c044bcfb33748c36807d6df
Source noteuspto-grants-2013_03