HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetonitrile → (E)-4-(4-phenoxyphenyl)-1-(3-phenyl-2-propenyl)-1,2,3,6-tetrahydropyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetonitrile | HCID 6342 | — |
| Edukt | Bromomethylstyrene | HCID 98116 | — |
| Edukt | 4-(4-Phenoxyphenyl)-1,2,3,6-tetrahydropyridine | HCID 22599989 | — |
| Lösungsmittel | Triethylamine | HCID 8471 | — |
| Produkt | (E)-4-(4-phenoxyphenyl)-1-(3-phenyl-2-propenyl)-1,2,3,6-tetrahydropyridine | HCID 15462121 | 73% |
Reaktionsschritte
To an 8 ml acetonitrile solution of 300 mg of the compound (8) synthesized in Example 1 were added 234 mg cinnamyl bromide and 0.5 ml of triethylamine. This was then heated and refluxed for 3 hours. To the reaction mixture was added 10 ml of ice water. This was then extracted with ethyl acetate. The extract was dried, filtered, then concentrated under reduced pressure to obtain a residue which was then purified by silica gel column chromatography (methylene chloride:methanol=25:1) to obtain the above-referenced compound (18) in an amount of 320 mg (yield 73%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06469010B1 |
| Quelldatensatz | uspto-grants-2002_10 |
| ORD ID | ord-f40616ef35a64230b3a5f05529fe9d01 |
| Quellennotiz | uspto-grants-2002_10 |