Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-(Phenylsulfonyl)ethanol | HCID 30202 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | Methanesulfonic anhydride | HCID 81560 | — |
| Reactant | 1-Ethoxy-4-iodobenzene | HCID 220700 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 70222494 | HCID 70222494 | 55% |
Reaction Steps
To 0.186 g (1.0 mmol) of 2-(phenylsulfonyl)ethanol, 3 ml of acetonitrile was added, followed by 0.19 g (1.1 mmol) of methanesulfonic anhydride and 0.56 ml (4.0 mmol) of triethylamine, and the mixture was stirred for 5 hours at the internal temperature of 50° C. Subsequently, 0.37 g (1.5 mmol) of p-iodophenetole, 0.011g (0.05 mmol) of palladium acetate, and 0.067 g (0.22 mmol) of tri(o-tolyl)phosphine were added thereto, and the mixture was then refluxed for 17 hours. After cooled to room temperature, the reaction mixture was concentrated and purified by column chromatography (hexane/ethyl acetate=80/20) to obtain 0.158 g of [2-(phenylsulfonyl)ethenyl]-4-ethoxybenzene. Yield: 55%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06201131B1 |
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| Source dataset | uspto-grants-2001_03 |
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| ORD ID | ord-8880cbe823044e85aa36ca7dbbc725ae |
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| Source note | uspto-grants-2001_03 |
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