HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → 5-(6-Phenylhex-1-yn-1-yl)quinoline-8-carbaldehyde
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 1-Phenyl-1-hexyne | HCID 136908 | — |
| Edukt | 5-Bromoquinoline-8-carboxaldehyde | HCID 16414243 | — |
| Katalysator | 1,3-Bis(diphenylphosphino)propane | HCID 81219 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 5-(6-Phenylhex-1-yn-1-yl)quinoline-8-carbaldehyde | HCID 86672376 | 56,7% |
Reaktionsschritte
A solution of 5-bromo-8-quinolinecarboxaldehyde (987 mL, 418 mmol), 5-hexyn-1-yl-benzene [CAS 100848-88-2] (1.05 mL, 5.85 mmol), triethylamine (2 mL) and 1,3-bis(diphenylphosphino)propane (dppp, 59 mg) in DMF (10 mL) was heated to 90° C. with stirring for 2 h. After cooling to RT, the reaction mixture was extracted with ether and washed with water and brine, dried over magnesium sulfate and concentrated. Purification by MPLC (35% ethyl acetate in hexanes) gave rise to 1.04 g of Intermediate.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08507686B2 |
| Quelldatensatz | uspto-grants-2013_08 |
| ORD ID | ord-74daaace451143ac84cdf26ee5c8a3fb |
| Quellennotiz | uspto-grants-2013_08 |