HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2,5-Dimethylthiophene → 2,5-Dimethylthiophene-3-carbaldehyde
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2,5-Dimethylthiophene | HCID 12514 | — |
| Edukt | Phosphorus oxychloride | HCID 24813 | — |
| Edukt | Sodium Acetate | HCID 517045 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 2,5-Dimethylthiophene-3-carbaldehyde | HCID 2762759 | — |
Reaktionsschritte
To DMF (100 mL) stirred in an ice bath was added POCl3 (25 mL) drop wise followed by the addition of 2,5-dimethyl-thiophene (5 mL). The solution was warmed to room temperature and then was heated at 80° C. overnight. The reaction was cooled to room temperature and was slowly added to ice. Sodium acetate was added to bring the pH to between 5 and 6. The aqueous portion was extracted with ethyl acetate, and the organic portion was dried over sodium sulfate, concentrated under reduced pressure and purified on a silica gel column (eluent: 10:1:hexanes:EtOAc→4:1:hexanes:EtOAc to yield 2,5-dimethyl-thiophene-3-carboxaldehyde (1.5 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08563742B2 |
| Quelldatensatz | uspto-grants-2013_10 |
| ORD ID | ord-442415df1ea74f20aaaf2ca30bc9512b |
| Quellennotiz | uspto-grants-2013_10 |