Réaction #2254213

Équation de réaction

2,2-diethyloxan-4-ol

NMO

→

2,2-diethyloxan-4-one

Rendement 73.0%

Solvants

CH2Cl2

Conditions de réaction

Traitement

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

Mode opératoire

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%).

Source