Reaktion #2314286

Reaktionsgleichung

HCl

phenol

4-[2-(4-(4-Methyl-3-pentenyl)-3-cyclohexenyl)ethyl]phenol

tosylate

cesium carbonate

→

4-[2-(4-(4-Methyl-3-pentenyl)-3-cyclohexenyl)ethyl]-1-(4-pentyl-3-cyclohexenyl)methoxybenzene

Lösungsmittel

dimethylforrnamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeTo a round-bottom flask equipped with a stirbar
2. 2
   Extraktionextracted with 1:1 hexanes
3. 3
   WaschenThe combined organic layers are washed with brine
4. 4
   Trocknendried over potassium carbonate
5. 5
   Einengenthe solution is concentrated in vacuo
6. 6
   FiltrationFiltration through silica gel using 10% ethyl acetate in hexanes
7. 7
   Sonstigegives the pure product

Vorschrift

To a round-bottom flask equipped with a stirbar is added phenol 2G (R=4-Methyl-3-pentenyl) (5 g), tosylate 1H (R=n-pentyl) (5.95 g), cesium carbonate (7.45 g), and anhydrous dimethylforrnamide (50 mL). The reaction mixture is stirred overnight. It is then poured into 50 mL dilute HCl, and extracted with 1:1 hexanes:ethyl acetate. The combined organic layers are washed with brine and dried over potassium carbonate, and the solution is concentrated in vacuo. Filtration through silica gel using 10% ethyl acetate in hexanes gives the pure product.

Quelle