Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Furan | HCID 8029 | — |
| Reactant | N-(2-(4-Bromophenyl)propyl)propane-2-sulfonamide | HCID 9927066 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 21893410 | HCID 21893410 | 51% |
Reaction Steps
To a solution of 0.5 g (1.6 mmol) of material from Example 27 and 0.6 g (1.7 mmol) of 2-tributylstannyl)-furan in 5 mL of dioxane was added 0.1 g (0.1 mmol) of tetrakis(triphenylphosphine)palladium (0). The mixture was heated to reflux for 16 hours, cooled to ambient temperature and diluted with 5 mL of ethyl ether. The mixture was washed once with 5 mL of saturated aqueous potassium fluoride, the organic layer was separated and the aqueous portion was extracted three times with 5 mL each of ethyl ether. The combined organics were dried (MgSO4), filtered and concentrated in vacuo. Chromatography (25 g of silica gel, 25% ethyl acetate/hexane) of the residue afforded a yellow oil which was recrystallized from ethyl ether/hexane to afford 0.2 g (51%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06596716B2 |
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| Source dataset | uspto-grants-2003_07 |
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| ORD ID | ord-bbbdcc653b8f4d95a3b6ea9936d94c33 |
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| Source note | uspto-grants-2003_07 |
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