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

HRID 1529513
ノート
印刷プレビュー

反応式

HRID 1529513 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

HCID 141398093,7-Dimethyloxepan-2-one収率 47.5%

試薬・触媒・溶媒 1

HCID 22242641Methanol--water (1/1)溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7997d3e5dced430db57d44da8c2c6c54
出典データセット
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09090629B2

反応ノート

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