HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4'-Chloro-2'-methyl-[1,1'-biphenyl]-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Iodoaniline | HCID 10893 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (4-Chloro-2-methylphenyl)boronic acid | HCID 5017600 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4'-Chloro-2'-methyl-[1,1'-biphenyl]-4-amine | HCID 67211623 | — |
Reaction Steps
4-iodoaniline (3.3 g, 15.0 mmol), (4-chloro-2-methylphenyl)boronic acid (3.3 g, 19.5 mmol), Pd(dppf)Cl2 (1.22 g, 1.5 mmol), and K2CO3 (4.1 g, 30 mmol) were dissolved in 1,4-dioxane (60 mL) and water (15 mL) and heated to 90° C. After 3 h the resulting mixture was diluted EtOAc and water and the layers were separated. The organic layer was dried (Na2SO4), concentrated, and purified via column chromatography to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748624B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-68b862a9b07748e7a3e2226d2b47a193 |
| Source note | uspto-grants-2014_06 |