Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Phenyl dihydrogen orthoborate | HCID 78412 | — |
| Reactant | 4-Bromo-3-nitrobenzoic acid | HCID 232986 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 12169808 | HCID 12169808 | — |
Reaction Steps
4-Bromo-3-nitrobenzoic acid (1.0 g, 2.5 mmol) was dissolved in 1,4-dioxane (30 mL), and, thereto were added phenyl boric acid (610 mg, 5.0 mmol), cesium carbonate (6.5 g, 20.0 mmol), 1,1-[bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane complex (204 mg, 0.10 mmol), and purified water (10 mL). The reaction mixture was stirred under a nitrogen flow at 80° C. overnight. The reaction solution was filtered through celite, alumina, and Florisil, and, thereafter, was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to obtain 3-nitro-4-phenylbenzoic acid as a crude material.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09072734B2 |
|---|
| Source dataset | uspto-grants-2015_07 |
|---|
| ORD ID | ord-8f28a22d5869481eb977534dd657f48a |
|---|
| Source note | uspto-grants-2015_07 |
|---|