Reacción #2314284

Ecuación de reacción

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

Disolventes

diethylene glycol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperatura150° C., all for 30 minutes each, then cooled to room temperature
2. 2
   ExtracciónThe reaction mixture is extracted between ethyl ether and water
3. 3
   Lavadothe combined organic layers are washed with brine
4. 4
   Secadodried over magnesium sulfate
5. 5
   ConcentraciónThe solution is concentrated in vacuo
6. 6
   Filtraciónthe product is purified by silica gel filtration

Procedimiento

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.

Fuente