HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Lithium Bromide → 4-(2-Bromoethyl)oxane
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Lithium Bromide | HCID 82050 | — |
| Edukt | 2-(Tetrahydro-2H-pyran-4-yl)ethyl methanesulfonate | HCID 22273083 | — |
| Lösungsmittel | Acetone | HCID 180 | — |
| Produkt | 4-(2-Bromoethyl)oxane | HCID 22637012 | 69,9% |
Reaktionsschritte
To 2-(tetrahydro-2H-pyran-4-yl)ethyl methanesulfonate (5.4 g) in dry acetone at room temperature was added lithium bromide (9 g) in one go. The reaction was heated to reflux for 4 hours, under nitrogen. The reaction was cooled to room temperature and concentrated in vacuo. The residue was taken up in dichloromethane (100 ml) and washed with water (50 ml). The organic layer was dried by passing through a hydrophobic frit, and concentrated in vacuo. The product was purified by silica chromatography (40 g) (ISCO) using a gradient elution of 0-50% cyclohexane:ethyl acetate to afford the title compound as a colourless oil (3.5 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07977344B2 |
| Quelldatensatz | uspto-grants-2011_07 |
| ORD ID | ord-886c78ff6a324304b1d02e82947b120c |
| Quellennotiz | uspto-grants-2011_07 |