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

HRID 2167031노트

반응식

HRID 2167031 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 178419074HCID 178419074, 화합물촉매HCID 6344Dichloromethane용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-b03e88120e714b14a2565a3b330bacde
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09044469B2

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