HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-(Dimethylamino)ethanol → (E)-N-methacryloylbut-2-enamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-(Dimethylamino)ethanol | HCID 7902 | — |
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | Piperlongumine | HCID 637858 | — |
| Edukt | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | (E)-N-methacryloylbut-2-enamide | HCID 72205393 | 90% |
Reaktionsschritte
Experimental Procedure: Triphenylphosphine (92.0 mg, 0.35 mmol) and (E)-diisopropyl diazene-1,2-dicarboxylate (DIAD, 71.0 mg, 0.35 mmol) were dissolved to a 1:1 mixture of THF and toluene (4 mL); then mono-demethylated piperlongumine (50.0 mg, 0.18 mmol) was added. After 10 min, 2-(dimethylamino) ethanol (31.0 mg, 0.35 mmol) was added to the mixture. The reaction was stirred at room temperature for 3 h. At the end, the solvent was evaporated under vacuum, and the crude product was subjected to flash chromatography (hexane/ethyl acetate=100/0 to 50:50), to afford the desired product in 90% yield.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09108923B2 |
| Quelldatensatz | uspto-grants-2015_08 |
| ORD ID | ord-7e6c6133613d44228a544225e06edea2 |
| Quellennotiz | uspto-grants-2015_08 |