HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Bromide ion → 2-Allylphenol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Bromide ion | HCID 259 | — |
| Edukt | Phenol | HCID 996 | — |
| Edukt | Diethyl Ether | HCID 3283 | — |
| Edukt | Dimethylformamide | HCID 6228 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Produkt | 2-Allylphenol | HCID 15624 | — |
Reaktionsschritte
Phenol 25 may be treated with NaH in DMF and then alkylated with an allylic bromide to give ether 30. Claisen rearrangement of 30 under thermal conditions gives ortho-allyl phenol 31. Oxidation of the double bond in 31 with OsO4/NMO followed by cleavage with NaIO4 provides the lactol 32. Jones oxidation then provides lactone 33.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06222048B1 |
| Quelldatensatz | uspto-grants-2001_04 |
| ORD ID | ord-b7d538998ef745339debbef27317b340 |
| Quellennotiz | uspto-grants-2001_04 |