HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triphenylphosphine → 4-[2-(3-Iodophenoxy)ethyl]morpholine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | 3-Iodophenol | HCID 12272 | — |
| Edukt | 2-Morpholinoethanol | HCID 61163 | — |
| Edukt | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 4-[2-(3-Iodophenoxy)ethyl]morpholine | HCID 18403555 | 84% |
Reaktionsschritte
To a stirred solution of 3-iodophenol (2.2 g, 10 mmol), N-(2-hydroxyethyl)morpholine (2 eq. 2.4 mL) and Ph3P (2 eq. 5.24 g) in THF (90 mL)at 0° C. was added dropwise a solution of diisopropylazodicarboxylate (2 eq. 3.96 g) in THF (20 mL). The resulting solution was stirred at room temperature overnight and was then quenched with NaHCO3. The product was extracted with EtOAc and the EtOAc layer was washed with NaCl (sat.), dried over sodium sulfate. The crude mixture was then purified on a silica gel column with 25% acetone in hexane to give 3-(2-morpholin-4-ylethyloxy)iodobenzene (2.8 g, 84% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06479490B2 |
| Quelldatensatz | uspto-grants-2002_11 |
| ORD ID | ord-6b3911bc5994468f921f19f3847911a8 |
| Quellennotiz | uspto-grants-2002_11 |