Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 4,4'-Dibromobiphenyl | HCID 7110 | — |
| Reactant | Benzenamine, 4-methyl-N-(4-methylphenyl)- | HCID 69293 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Product | HCID 68614344 | HCID 68614344 | 78% |
Reaction Steps
A mixture of 4,4′-dibromobiphenyl (8.46 g=27.4 mmol), Pd(OAc)2 (105 mg=0.18 mmol), dppf (253 mg=0.46 mmol), di-p-tolylamine (1.80 g=9.13 mmol) and sodium t-butoxide (1.32 g=13.7 mmol) in dry toluene was placed in a three-necked flask under a nitrogen atmosphere and stirred at 90° C. for 15 h. After cooling, the reaction was quenched by adding water and then extracted by ethyl acetate. The organic layer was dried over anhydrous MgSO4 and evaporated under vacuum. The products were purified by silica gel column eluted with hexane. White solid of compound 2T was obtained in 78% yield (3.04 g=7.12 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08183393B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-b17deb86fdb245e0b156b267205fb5c4 |
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| Source note | uspto-grants-2012_05 |
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