反応 #2314284

反応方程式

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

溶媒

diethylene glycol

反応条件

後処理

1. 1
   温度150° C., all for 30 minutes each, then cooled to room temperature
2. 2
   抽出The reaction mixture is extracted between ethyl ether and water
3. 3
   洗浄the combined organic layers are washed with brine
4. 4
   乾燥dried over magnesium sulfate
5. 5
   濃縮The solution is concentrated in vacuo
6. 6
   ろ過the product is purified by silica gel filtration

実験手順

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.

出典