HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → 4-Methyl-N-(4-methylphenyl)-N-{4-[2-(4-methylphenyl)ethenyl]phenyl}aniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 4-Iodotoluene | HCID 12207 | — |
| Reactant | 4-Aminostyrene | HCID 73700 | — |
| Reactant | Ethyl acetate hexane | HCID 21226206 | — |
| Reactant | sodium 2-methylpropan-2-olate | HCID 178418730 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Product | 4-Methyl-N-(4-methylphenyl)-N-{4-[2-(4-methylphenyl)ethenyl]phenyl}aniline | HCID 54229592 | 87% |
Reaction Steps
Following the general procedure, Pd2dba3 (18.3 mg, 2 mol %), NaO-t-Bu (336 mg, 3.5 mmol), P(isoBuNCH2CH2)3N (13.6 mg, 4 mol %), 4-aminostyrene (119 mg, 1 mmol), 4-Iodotoluene (698 mg, 3.2 mmol), and 10 mL of dry toluene at 110° C. for 16 h. produced (5) N,N-bis(4-methylphenyl)-4-[2-(4-methylphenyl) ethenyl]benzenamine (338 mg, 87%) as the sole product after chromatography with 1% EtOAc/hexane mixture. (See Entry 9 of Table 2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07276627B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-c5eb7f2892f946b183bf40b2d77f607c |
| Source note | uspto-grants-2007_10 |