HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Iodophenol → 5-[(4-Iodophenoxy)methyl]bicyclo[2.2.1]hept-2-ene
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Iodophenol | HCID 10894 | — |
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | Bicyclo(2.2.1)hept-5-ene-2-methanol | HCID 78946 | — |
| Edukt | Diethyl azodicarboxylate | HCID 5462977 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 5-[(4-Iodophenoxy)methyl]bicyclo[2.2.1]hept-2-ene | HCID 21989300 | 97% |
Reaktionsschritte
Diethylazodicarboxylate (8.7 g) was added dropwise to a solution of 5-norbornene-2-methanol (6.2 g, 0.05 mol), 4-iodophenol (11.0 g, 0.05 mol) and triphenylphosphine (13.1 g, 0.05 mol) in 100 mL of anhydrous tetrahydrofuran. After completion of the addition, the resulting solution was stirred for 18 h at room temperature. The solvent was removed under reduced pressure and the oily residue was extracted three times with hot hexane. Combined hexane extracts were evaporated under reduced pressure to give 8 (15.0 g, 97%) as a colorless oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07862860B2 |
| Quelldatensatz | uspto-grants-2011_01 |
| ORD ID | ord-6c4b0cad76f84ec18500d69c9823e5bb |
| Quellennotiz | uspto-grants-2011_01 |