Reacción #2254213

Ecuación de reacción

2,2-diethyloxan-4-ol

NMO

→

2,2-diethyloxan-4-one

Rendimiento 73.0%

Disolventes

CH2Cl2

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGto stir for 10 h
2. 2
   FiltraciónIt was filtered through a short pad of SiO2
3. 3
   ConcentraciónThe filtrate was concentrated
4. 4
   Otropurified by normal phase SiO2 chromatography (0% to 50% EtOAc/hexanes)

Procedimiento

To a solution of crude 2,2-diethyloxan-4-ol (500 mg, 3.2 mmol) in CH2Cl2 (10 ml) were added NMO (750 mg, 6.41 mmol) and 4 A molecular sieves (2 g). The solution was stirred for 30 mins and then TPAP (34 mg, 0.096 mmol) was added in one portion. The reaction was allowed to stir for 10 h. After checking the TLC, the alcohol was gone. It was filtered through a short pad of SiO2. The filtrate was concentrated and purified by normal phase SiO2 chromatography (0% to 50% EtOAc/hexanes) to give 2,2-diethyloxan-4-one (365 mg, 73%).

Fuente