反応 #163407

反応方程式

2,2-diethyloxan-4-ol

NMO

→

2,2-diethyloxan-4-one

収率 73.0%

溶媒

CH2Cl2

反応条件

後処理

1. 1
   workup.STIRRINGto stir for 10 h
2. 2
   ろ過It was filtered through a short pad of SiO2
3. 3
   濃縮The filtrate was concentrated
4. 4
   その他purified by normal phase SiO2 chromatography (0% to 50% EtOAc/hexanes)

実験手順

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%).

出典