反応 #452444

反応方程式

dihydromyrcenol

Diketene

→

desired product

収率 95.0%

2,6-dimethyl-7-octen-2-yl 3-oxo-butyrate

収率 95.0%

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 the product mixture
4. 4
   洗浄by flash chromatography (elution with dichloromethane)

実験手順

A mixture of dihydromyrcenol (37.88 g, 0.240 mol) and 4-dimethylaminopyridine (0.16 g, 1.30 mmol) in a 100 mL three-necked round-bottomed flask fitted with a condenser, argon inlet, addition funnel, magnetic stirrer and internal thermometer is heated to 50-60° C. Diketene (20.16 g, 0.240 mol) is added dropwise in the course of 15 min. The mixture has a slight exotherm and turned 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. Purification of the product mixture by flash chromatography (elution with dichloromethane) yields the desired product in 95% yield as a nearly colorless oil.

出典