HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Bromothiophene-3-carboxaldehyde → HCID 22503031, Verbindung
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Bromothiophene-3-carboxaldehyde | HCID 2764207 | — |
| Edukt | 1-Ethynyl-4-(methoxymethoxy)benzene | HCID 22502995 | — |
| Katalysator | Triethylamine | HCID 8471 | — |
| Katalysator | HCID 178418476 | HCID 178418476 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | HCID 22503031 | HCID 22503031 | 66,9% |
Reaktionsschritte
3-Formyl-4-bromothiophene (14.7 g) was dissolved in DMF (100 ml), followed by the addition of triethylamine (100 ml) CuI (0.25 g), Pd(PPh3)2Cl2(0.5 g) and 4-methoxymethoxy-1-ethynylbenzene (11.4 g), and the mixture was reacted at 70° C. overnight. The reaction solution was filtered through Celite, poured into 1N hydrochloric acid, and then extracted with ethyl acetate. The organic layer was washed with an aqueous solution of saturated sodium bicarbonate and brine, dried and evaporated. The resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate system), to give 3-{[4-(methoxymethoxy)phenyl]ethynyl}-4-formylthiophene as a colorless oil (12.8 g, yield; 47%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06790844B2 |
| Quelldatensatz | uspto-grants-2004_09 |
| ORD ID | ord-ad069d7b217e4c94a3e6947ba873653d |
| Quellennotiz | uspto-grants-2004_09 |