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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 432066Generated: November 1, 2026

Ethylene → HCID 22345111, compound

https://huagongshe.com/reaction/432066

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyleneHCID 6325—
ReactantTriethylamineHCID 8471—
ReactantTri-o-tolylphosphineHCID 80271—
Reactant6,6′-Dibromo[1,1′-binaphthalene]-2,2′-diolHCID 222842—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 22345111HCID 2234511154%

Reaction Steps

A solution of 6,6′-dibromo-2,2′-dihydroxy-1,1′-binaphthyl (0.694 g, 1.56 mmol), Pd(OAc)2 (0.020 g, 5 mol %), P(o-tolyl)3 (0.080 g, 15 mol %) and Et3N (0.5 mL) in DMF (2 mL) was pressurized with ethylene (200 psi) at 75° C. for 18 hrs. The resulting mixture was diluted in ethyl acetate (20 mL) and filtered through celite, followed by water (20 mL) and brine (20 mL) washes. The solution was dried over MgSO4 and evaporated to produce a tan solid, which was purified by column chromatography to yield the desired product in 54% yield (0.286 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06660876B2
Source datasetuspto-grants-2003_12
ORD IDord-7b932ae919e2453e98a2b3b326d7c830
Source noteuspto-grants-2003_12