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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1675459Generated: October 31, 2026

Triethylamine → Ethyl phenyl-{4-(isopropoxy)-3-vinylphenyl}phosphinate

https://huagongshe.com/reaction/1675459

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Bromo-1-isopropoxy-2-vinylbenzeneHCID 12542425—
ReactantHCID 178476779HCID 178476779—
Catalystpalladium(II) acetateHCID 167845—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
SolventAcetonitrileHCID 6342—
ProductEthyl phenyl-{4-(isopropoxy)-3-vinylphenyl}phosphinateHCID 6665056087%

Reaction Conditions

Temperature68 °C

Reaction Steps

To a degassed mixture of ethyl phenylphosphinate (1.87 g, 11.0 mmol) and 4-bromo-1-isopropoxy-2-vinylbenzene (2.43 g, 10.0 mmol) in acetonitrile (66 mL) were added the triethylamine (3.1 mL, 22.0 mmol), palladium acetate (112 mg, 0.5 mmol), and 1,1′-bis(diphenylphosphino)ferrocene (277 mg, 0.5 mmol). The mixture was further degassed and heated at 68° C. for 24 hrs. The volatiles were removed in vacuo, and the crude was purified by column chromatography using 50 to 80% ethyl acetate in petroleum ether to afford compound BA4 (3.74 g) in 87% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08003659B2
Source datasetuspto-grants-2011_08
ORD IDord-46e2a2384ed14f7da2609f7d231ae2ab
Source noteuspto-grants-2011_08