HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aniline → Diphenylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aniline | HCID 6115 | — |
| Reactant | Chlorobenzene | HCID 7964 | — |
| Reactant | Tris(1,1-dimethylethyl)phosphine | HCID 83681 | — |
| Catalyst | (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium | HCID 6505921 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Diphenylamine | HCID 11487 | 75% |
Reaction Steps
The above general procedure was followed using chlorobenzene (135 mg, 1.20 mmol) and aniline (93 mg, 1.00 mmol) with 5 mol % Pd(dba)2 and 4 mol % tri-t-butylphosphine in 2.0 mL of toluene. After 25 hours, the reaction mixture was adsorbed onto silica gel and chromatographed with 2.5% ethyl acetate/hexanes to give 126 mg (75%) of diphenylamine as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06100398 |
| Source dataset | uspto-grants-2000_08 |
| ORD ID | ord-f0666da5cf2143c48e589ec75538d957 |
| Source note | uspto-grants-2000_08 |