HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → 6-(Chloromethyl)pyridine-3-carbonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Phosphorus oxychloride | HCID 24813 | — |
| Edukt | 6-Methylpyridine-3-carbonitrile 1-oxide | HCID 19818671 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 6-(Chloromethyl)pyridine-3-carbonitrile | HCID 14980535 | — |
Reaktionsschritte
A solution of phosphoryl chloride (6.5 g) in dichloromethane (20 ml) was added to a mixture of the above pyridine-1-oxide (4.4 g) and triethylamine (4.3 g) in dichloromethane (60 ml). After the addition was completed the reaction mixture was gently refluxed for 15 mins, cooled and washed with water (30 ml). The organic layer was separated, dried over anhydrous sodium sulphate and evaporated to dryness. The residue was purified by flash column chromatography on silica (K60) using ethyl acetate: toluene (1:9 by volume) as eluting solvent, to give 6-chloromethylnicotinonitrile.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04999364 |
| Quelldatensatz | uspto-grants-1991_03 |
| ORD ID | ord-1a5f416f62594259b3318bd22971594c |
| Quellennotiz | uspto-grants-1991_03 |