HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-Chloro-4-(4-chlorophenyl)benzenamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Chlorophenylboronic acid | HCID 74299 | — |
| Reactant | 4-Bromo-3-chloroaniline | HCID 88888 | — |
| 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 | 3-Chloro-4-(4-chlorophenyl)benzenamine | HCID 19878910 | — |
Reaction Steps
4-bromo-3-chloroaniline (3.0 g, 14.5 mmol), (4-chlorophenyl)boronic acid (2.7 g, 17.4 mmol), Pd(dppf)Cl2 (1.2 g, 1.5 mmol), and K2CO3 (4.0 g, 29.1 mmol) were dissolved in 1,4-dioxane (60 mL) and water (15 mL) and the resulting mixture was heated to 80° C. After 16 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-bdb12ce50fc045e49a7cbc4364f60ecb |
| Source note | uspto-grants-2014_06 |