HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 59305359, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (Triisopropylsilyl)acetylene | HCID 2734682 | — |
| Reactant | 3-Bromo-N-phenylaniline | HCID 14958606 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | HCID 59305359 | HCID 59305359 | 78% |
Reaction Steps
Into two Biotage microwave process vials (0.5-2.0 ml) were divided 3-Bromodiphenylamine (636 mg, 2.56 mmol), triisopropylsilylacetylene (0.46 g, 2.56 mmol), copper iodide (20 mg, 0.356 mmol), tetrakis(triphenylphosphine)palladium (60 mg, 0.176 mmol) and triethylamine (3.40 g, 3.36 mmol). The vials were quickly agitated then irradiated in a Biotage Initiator™ microwave instrument for 30 minutes at 80° C. The microwave reactions were recombined and purified by column chromatography (5% EtOAc/hexanes) to afford an oil 698 mg (78%). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.05 (s, 21H) 6.82-6.86 (m, 2H) 7.00-7.12 (m, 4H) 7.15-7.28 (m, 3H) 8.23 (s, 1H); MS (ES) m/z 350.2 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07723368B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-c7cae62c8354475abc5139b7d491349e |
| Source note | uspto-grants-2010_05 |