Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Bromobenzene | HCID 7961 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | HCID 86761016 | HCID 86761016 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86761015 | HCID 86761015 | 55% |
Reaction Steps
To a solution of the compound (200 mg) obtained in Example 509, bromobenzene (0.054 ml), tris(dibenzylideneacetone)dipalladium(0) (11 mg) and sodium tert-butoxide (94 mg) in toluene (5.0 ml), (±)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl((±)-BINAP) (7.3 mg) was added, and the reaction mixture was stirred at 85° C. for 17 hours under argon atmosphere. The reaction mixture was poured into water, and then the product was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried, and then the solvent was evaporated under reduced pressure. The obtained residue was isolated and purified by silica gel column chromatography (ethyl acetate hexane=1:10→1:4) to obtain the title compound as colorless oil (120 mg, 55%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07622487B2 |
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| Source dataset | uspto-grants-2009_11 |
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| ORD ID | ord-162da35abeab40e2ade419bdd6239758 |
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| Source note | uspto-grants-2009_11 |
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