HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
N-Triisopropylsilylpyrrole → 3-[(3-bromophenyl)ethynyl]-1-(triisopropylsilyl)-1H-pyrrole
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | N-Triisopropylsilylpyrrole | HCID 145136 | — |
| Edukt | 1-Bromo-3-ethynylbenzene | HCID 11480818 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Lösungsmittel | Triethylamine | HCID 8471 | — |
| Produkt | 3-[(3-bromophenyl)ethynyl]-1-(triisopropylsilyl)-1H-pyrrole | HCID 68700899 | 670,9% |
Reaktionsschritte
A solution of N-triisopropylsilylpyrrole (3.49 g, 1 mmol), 3-bromo-1-ethynylbenzene (1.81 g, 1 mmol), Pd(PPh3)4 (800 mg) and CuI (185 mg) in CH3CN (15 ml) and triethylamine (35 ml) is refluxed for 5 h. The reaction mixture is cooled to room temperature and the solvent is evaporated on a rotary evaporator. The crude material is purified by flash chromatographied (silica gel, 100% hexane) to afford 3-[(3-bromophenyl)ethynyl]-1-(triisopropylsilyl)-1H-pyrrole (2.7 g, 85%) as a clear oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07417047B2 |
| Quelldatensatz | uspto-grants-2008_08 |
| ORD ID | ord-8624bbc06062466d8de67d6cbe536bc0 |
| Quellennotiz | uspto-grants-2008_08 |