HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Phthalimide → Triphenylphosphine Oxide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Phthalimide | HCID 6809 | — |
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Edukt | biphenyl-2-yl(2-(hydroxymethyl)-5-methoxy-3,4-dihydropyridin-1 (2H)-yl)methanone | HCID 117728177 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | Triphenylphosphine Oxide | HCID 13097 | — |
| Produkt | 2-((1-(Biphenylcarbonyl)-5,5-dimethoxypiperidin-2-yl)methyl)isoindoline-1,3-dione | HCID 89739560 | — |
Reaktionsschritte
DIAD (15.15 mmol, 2.93 mL) was added to a mixture of (biphenyl-2-yl(2-(hydroxymethyl)-5-methoxy-3,4-dihydropyridin-1 (2H)-yl)methanone (4.5 mmol, 1.63 g), phthalimide (15.15 mmol, 2.23 g) and PPh3 (15.15 mmol, 3.97 g) in anhydrous THF dropwise at 0° C. under argon. The resulting mixture was stirred at rt for overnight and concentrated in vacuo to give a crude residue which was purified by chromatography to give the desired 2-((1-(biphenylcarbonyl)-5,5-dimethoxypiperidin-2-yl)methyl)isoindoline-1,3-dione with slight contamination of triphenylphosphine oxide. This contaminated product was used for next step without further purification.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09440982B2 |
| Quelldatensatz | uspto-grants-2016_09 |
| ORD ID | ord-d92f4215d53f47aeba8c81a8470c2de7 |
| Quellennotiz | uspto-grants-2016_09 |