HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Azobisisobutyronitrile → Ethyl 6-(4-fluorophenyl)-2-(bromomethyl)nicotinate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Azobisisobutyronitrile | HCID 6547 | — |
| Edukt | N-bromobutanimide | HCID 67184 | — |
| Edukt | Ethyl 6-(4-fluorophenyl)-2-methylpyridine-3-carboxylate | HCID 11345961 | — |
| Lösungsmittel | Carbon Tetrachloride | HCID 5943 | — |
| Produkt | Ethyl 6-(4-fluorophenyl)-2-(bromomethyl)nicotinate | HCID 69039595 | 35,1% |
Reaktionsschritte
Ethyl 6-(4-fluorophenyl)-2-methylnicotinate (82 mg, 0.32 mmol), N-bromosuccinimide (67 mg, 0.38 mmol) and AIBN (5 mg, 0.032 mmol) in carbon tetrachloride (7 ml) were irradiated (150W lamp) for 6 h then cooled to room temperature. The solid was filtered off and the filtrate concentated and purified by SPE chromatography to give the title compound (38 mg) as a 5:1 mixture with the dibrominated product. 1H NMR (250 MHz, CDCl3) δ (ppm): 8.32 (d, 1H), 8.11 (dd, 2H), 7.68 (d, 1H), 7.15 (t, 2H), 5.09 (s, 2H), 4.45 (q, 2H), 1.45 (t, 3H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07538121B2 |
| Quelldatensatz | uspto-grants-2009_05 |
| ORD ID | ord-5e360ff95c6f4045a21a6b3d650c00f6 |
| Quellennotiz | uspto-grants-2009_05 |