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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2040861Generated: November 1, 2026

1-Chloro-3-iodobenzene → HCID 57493831, compound

https://huagongshe.com/reaction/2040861

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloro-3-iodobenzeneHCID 12269—
Reactant3,3-DiethoxypropyneHCID 66285—
SolventTriethylamineHCID 8471—
ProductHCID 57493831HCID 57493831100%

Reaction Steps

A mixture of 1-chloro-3-iodobenzene (4 g, 16.8 mmol), propargylaldehyde diethyl acetal (2.66 mL, 18.5 mmol), bis(trifenilphosphine)palladium(II)dichloride (295 mg, 0.42 mmol), cuprous iodide (160 mg, 0.84 mmol) and triethylamine (60 mL) was stirred at r.t. for 3 h. After 4 h, the reaction mixture was quenched with H2O, extracted with EtOAc, which was washed with brine, dried over Na2SO4, and evaporated to dryness in vacuo. The residue was purified by automated flash chromatography (Horizon®TM-Biotage; Petroleum Ether-EtOAc 97:3) to give 4 g of the title compound as a fluid yellowish oil. Yield: 100%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08580962B2
Source datasetuspto-grants-2013_11
ORD IDord-fe2523f367874c3b91265fd972433d10
Source noteuspto-grants-2013_11