Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 5-Chloro-2-nitroaniline | HCID 74218 | — |
| Reactant | 4-Methoxyphenyl boric acid | HCID 14769994 | — |
| Catalyst | Tris(1,1-dimethylethyl)phosphine | HCID 83681 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 22285186 | HCID 22285186 | 102.4% |
Reaction Steps
Under an argon stream, a dioxane solution (10 ml) of tris-t-butylphosphine (240 mg) was added to a mixture of p-methoxyphenyl boric acid (4.364 g), tris(dibenzylideneacetone)dipalladium (452 mg), cesium carbonate (10.561 g), 5-chloro-2-nitroaniline (4505 mg) and dioxane (50 ml), followed by 2 hours and 10 minutes of heating at 85° C. After cooling to room temperature on standing, diethyl ether (500 ml) and chloroform (500 ml) were added thereto. After insoluble matter was removed by filtration, the filtrate was concentrated to obtain an aimed compound, 5-(4′-methoxyphenyl)-2-nitroaniline (6.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07569688B2 |
|---|
| Source dataset | uspto-grants-2009_08 |
|---|
| ORD ID | ord-9b261649b8a5428fad261ebdf945df32 |
|---|
| Source note | uspto-grants-2009_08 |
|---|
