Reacción #452444

Ecuación de reacción

dihydromyrcenol

Diketene

→

desired product

Rendimiento 95.0%

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

Rendimiento 95.0%

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrofitted with a condenser, argon inlet, addition funnel, magnetic stirrer
2. 2
   Temperaturathe mixture is cooled to room temperature
3. 3
   OtroPurification of the product mixture
4. 4
   Lavadoby flash chromatography (elution with dichloromethane)

Procedimiento

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.

Fuente