Reaktion #2314284

Reaktionsgleichung

ketone

4-Methoxyphenyl (4-(4-methyl-3-pentenyl)-3-cyclohexenyl)methyl ketone

potassium hydroxide

hydrazine hydrate

→

2-(4-(4-Methyl-3-pentenyl)-3-cyclohexenyl)ethyl-4-methoxybenzene

Lösungsmittel

diethylene glycol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperatur150° C., all for 30 minutes each, then cooled to room temperature
2. 2
   ExtraktionThe reaction mixture is extracted between ethyl ether and water
3. 3
   Waschenthe combined organic layers are washed with brine
4. 4
   Trocknendried over magnesium sulfate
5. 5
   EinengenThe solution is concentrated in vacuo
6. 6
   Filtrationthe product is purified by silica gel filtration

Vorschrift

To a solution of ketone 2E (R=4-Methyl-3-pentenyl) (10 g) in diethylene glycol (30 mL) is added potassium hydroxide (4.3 g) and hydrazine hydrate (4.5 mL). The solution is sequentially heated to 100° C., 125° C., and 150° C., all for 30 minutes each, then cooled to room temperature. The reaction mixture is extracted between ethyl ether and water, and the combined organic layers are washed with brine and dried over magnesium sulfate. The solution is concentrated in vacuo, and the product is purified by silica gel filtration using 20:1 hexanes:ethyl acetate as an eluent.

Quelle