Methyl morpholine oxide → 2,2-Diethyldihydro-2H-pyran-4(3H)-one

HRID 626482ノート

反応式

HRID 626482 の反応式
[CH2:1]([C:3]1([CH2:10][CH3:11])[CH2:8][CH:7]([OH:9])[CH2:6][CH2:5][O:4]1)[CH3:2].C[N+]1([O-])CCOCC1>C(Cl)Cl.CCC[N+](CCC)(CCC)CCC.[O-][Ru](=O)(=O)=O>[CH2:10]([C:3]1([CH2:1][CH3:2])[CH2:8][C:7](=[O:9])[CH2:6][CH2:5][O:4]1)[CH3:11]

参加物

5

反応物 2

HCID 82029Methyl morpholine oxideHCID 641051652,2-Diethyltetrahydro-2H-pyran-4-OL

生成物 1

HCID 126596132,2-Diethyldihydro-2H-pyran-4(3H)-one収率 73%

試薬・触媒・溶媒 2

HCID 178419074HCID 178419074、化合物触媒HCID 6344Dichloromethane溶媒

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 4A 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%).

後処理

  1. stirringto stir for 10 h
  2. filtrationIt was filtered through a short pad of SiO2
  3. concentrationThe filtrate was concentrated
  4. custompurified by normal phase SiO2 chromatography (0% to 50% EtOAc/hexanes)

出典と根拠

ORDレコード
ord-3ee47b6b7a034a6e90579fd6ef38c8fb
出典データセット
uspto-grants-2016_04
特許番号
US09309234B2

反応ノート

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