HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 420100Generated: October 25, 2026
Triethylamine → Ethyl phenyl-{4-(isopropoxy)-3-vinylphenyl}phosphinate
https://huagongshe.com/reaction/420100
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Bromo-1-isopropoxy-2-vinylbenzene | HCID 12542425 | — |
| Reactant | HCID 178476779 | HCID 178476779 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Ethyl phenyl-{4-(isopropoxy)-3-vinylphenyl}phosphinate | HCID 66650560 | 87% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08093379B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-22887ec315e441c399e67569b2f2e86d |
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| Source note | uspto-grants-2012_01 |
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