HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → [1,1'-Biphenyl]-4-amine, 3-nitro-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | 4-Bromo-2-nitroaniline | HCID 70132 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | [1,1'-Biphenyl]-4-amine, 3-nitro- | HCID 77705 | 73% |
Reaction Steps
A suspension of 2-nitro-4-bromoaniline (5 g, 23 mmol) in toluene was admixed with 2.8 g (23 mmol) of phenylboronic acid, 9.5 g (0.069 mol) of potassium carbonate and 1.3 g of tetrakis(triphenylphosphine)palladium. The mixture was heated to reflux for 4 hours and the reaction was stopped by adding 100 ml of water. The mixture was extracted with ethyl acetate and dried over sodium sulphate, and the solvent was removed under reduced pressure. Purification by column chromatography gave 3.6 g (73% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09406848B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-accbd3f9f0f1466ba57271101d51958b |
| Source note | uspto-grants-2016_08 |