HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Propionitrile → 2-Bromo-4-phenylpyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Propionitrile | HCID 7854 | — |
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | Bromotrimethylsilane | HCID 76113 | — |
| Edukt | 4-Phenylpyridine-2-carboxaldehyde | HCID 12217654 | — |
| Produkt | 2-Bromo-4-phenylpyridine | HCID 104700 | — |
Reaktionsschritte
4-Phenyl-pyridine-2-carbaldehyde: To a clear, colorless solution of 1A (0.850 g, 4.5 mmol) in propionitrile (4.5 mmol) was added trimethylsilyl bromide (2.95 mL, 22.4 mmol). The resulting orange suspension was microwaved in a sealed tube at 150° C. for 10 min. The reaction was cooled to rt and poured into 1.0 N NaOH containing ice. The aqueous layer was extracted with diethyl ether (2×). The combined organic layers were washed with sat. NaHCO3, brine, dried over Na2SO4, filtered and concentrated to give 1.07 g of 2-bromo-4-phenyl pyridine as an off-white solid. MS 233.9 (M+H)+ and 235.9 (M+2+H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07429604B2 |
| Quelldatensatz | uspto-grants-2008_09 |
| ORD ID | ord-9db78dd831754311a32348aedf68589c |
| Quellennotiz | uspto-grants-2008_09 |