HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methyl vinyl ketone → 2-(3-Oxobutyl)isoindoline-1,3-dione
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methyl vinyl ketone | HCID 6570 | — |
| Edukt | Phthalimide | HCID 6809 | — |
| Katalysator | Sodium ethoxide | HCID 2723922 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 2-(3-Oxobutyl)isoindoline-1,3-dione | HCID 290728 | 92,1% |
Reaktionsschritte
Prepare a suspension of phthalimide (5 g, 34 mmol) in ethyl acetate (40 mL). Add methyl vinyl ketone (2.8 mL, 34 mmol) followed by NaOEt (116 mg, 1.7 mmol) in ethanol (10 mL). Stir the reaction at room temperature for 2 hours, then heat to reflux and stir for 3 hours. Concentrate the reaction in vacuo to a solid. Recrystallize the solid from ethanol to afford 2-(3-oxobutyl)isoindole-1,3-dione (6.8 g). 1H NMR (CDCl3) δ 7.82-7.88 (m, 2H), 7.69-7.77 (m, 2H), 3.97 (t, J=7 Hz, 2H), 2.88 (t, J=7 Hz, 2H), 2.20 (s, 3H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07265246B2 |
| Quelldatensatz | uspto-grants-2007_09 |
| ORD ID | ord-f3f7e03491cd406c93b57d3713e6b709 |
| Quellennotiz | uspto-grants-2007_09 |