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2,6-Dimethylcyclohexanone → 3,7-Dimethyloxepan-2-one

HRID 1529513
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HRID 1529513 반응식
[CH3:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH:4]([CH3:8])[C:3]1=[O:9].O.O.O.O.O.O.C(O[O-])(=O)C1C(=CC=CC=1)C([O-])=[O:20].[Mg+2].C(=O)(O)[O-].[Na+]>CO.O>[CH3:8][CH:4]1[CH2:5][CH2:6][CH2:7][CH:2]([CH3:1])[O:20][C:3]1=[O:9]
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참가 물질

5

반응물 3

HCID 177802,6-DimethylcyclohexanoneHCID 516892Sodium BicarbonateHCID 21894687Magnesium 2-(dioxidan-2-ide-1-carbonyl)benzoate--water (1/1/6)

생성물 1

HCID 141398093,7-Dimethyloxepan-2-one수율 47.5%

시약·촉매·용매 1

HCID 22242641Methanol--water (1/1)용매

실험 절차

A 250 mL round bottom flask was charged with 2,6-dimethylcyclohexanone (2.162 mL, 2.0 g, 15.85 mmol) and 126 mL of a 1:1 methanol/water mixture. The solution stirred as magnesium monoperoxyphthalate hexahydrate (MMPP, 15.68 g, 31.7 mmol) and sodium bicarbonate (2.66 g, 31.7 mmol) were added. The reaction proceeded overnight at room temperature with stirring. The following day the crude product was extracted into ethyl acetate, washed sequentially with saturated sodium bicarbonate, brine and dried over anhydrous sodium sulfate before concentrating in vacuo to give 1.07 g (47.5% yield) of 3,7-dimethyloxepan-2-one (61) as a clear, colorless oil.

후처리

  1. additionwere added
  2. extractionThe following day the crude product was extracted into ethyl acetate
  3. washwashed sequentially with saturated sodium bicarbonate, brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationbefore concentrating in vacuo

출처 및 근거

ORD 기록
ord-7997d3e5dced430db57d44da8c2c6c54
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09090629B2

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