反応 #452443

反応方程式

linalool

Diketene

→

desired product

収率 92.0%

3,7-dimethyl-1,6-octadien-3-yl 3-oxo-butyrate

収率 92.0%

反応条件

後処理

1. 1
   その他fitted with a condenser, argon inlet, addition funnel, magnetic stirrer
2. 2
   温度the mixture is cooled to room temperature
3. 3
   その他Purification of an earlier sample from this route
4. 4
   洗浄by flash chromatography (elution with dichloromethane)

実験手順

A mixture of linalool (100 g, 0.648 mol) and 4-dimethylaminopyridine (0.40 g, 3.20 mmol) in a 500 mL three-necked round-bottomed flask fitted with a condenser, argon inlet, addition funnel, magnetic stirrer and internal thermometer is heated to 55° C. Diketene (54.50 g, 0.648 mol) is added dropwise in the course of 30 min. The mixture has a slight exotherm and turns from yellow to red during this time. After stirring an additional hour at 50° C., the mixture is cooled to room temperature. At this point, NMR analysis indicates the reaction is complete. The material from this lot is carried onto the next step. Purification of an earlier sample from this route by flash chromatography (elution with dichloromethane) yields the desired product in 92% yield and nearly colorless.

出典