HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4'-(1,1-Dimethylethyl)[1,1'-biphenyl]-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Bromoaniline | HCID 7807 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-tert-Butylphenylboronic acid | HCID 2734320 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4'-(1,1-Dimethylethyl)[1,1'-biphenyl]-4-amine | HCID 20100157 | — |
Reaction Steps
4-Bromoaniline (4.0 g, 23.3 mmol), (4-(tert-butyl)phenyl)boronic acid (4.6 g, 25.6 mmol), Pd(dppf)Cl2 (1.9 g, 2.3 mmol), and K2CO3 (6.4 g, 46.5 mmol) were dissolved in 1,4-dioxane (100 mL) and water (25 mL) and the resulting mixture was heated to 80° C. After 3 h the resulting mixture was cooled to room temperature, diluted with EtOAc, washed with water and brine, dried (Na2SO4), and dry packed onto silica gel. Column chromatography yielded the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748624B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-35f59860ecb442deabf014ec6ca77c74 |
| Source note | uspto-grants-2014_06 |