Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 1-Bromo-4-tert-butylbenzene | HCID 77595 | — |
| Reactant | 4'-Trifluoromethoxy-biphenyl-2-ylamine | HCID 2760724 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Catalyst | Binap, (A+-)- | HCID 634876 | — |
| Catalyst | (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium | HCID 6505921 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 59821002 | HCID 59821002 | 89% |
Reaction Steps
A mixture of 2-amino-4′-(trifluoromethoxy)biphenyl (633 mg, 2.50 mmol), 1-bromo-4-(tert-butyl)benzene (533 mg, 2.50 mmol), rac-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (124 mg, 0.2 mmol), bis(dibenzylideneacetone)palladium (0) (72 mg, 0.125 mmol), potassium tert-butoxide (1.68 g, 15.0 mmol) and toluene (10 ml) was stirred at 60° for 5 hours under argon atmosphere. After the reaction mixture was cooled to room temperature, saturated aqueous ammonium chloride. The mixture was filtered through celite and extracted with ethyl acetate. The residue obtained by evaporation of the solvent under reduced pressure was purified by column chromatography on silica gel (n-hexane:ethyl acetate=5:1) to give the title compound (857 mg, 89%) as a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07884234B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-56d7453118d24ee69d01e751e7729802 |
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| Source note | uspto-grants-2011_02 |
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