Dimethyl Ether → 4-Methoxy-4-phenylcyclohexanone

HRID 1816349ノート

反応式

HRID 1816349 の反応式
[CH3:1][O:2][C:3]1([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:12][CH2:11][C:6]2(OCC[O:7]2)[CH2:5][CH2:4]1.C(=O)([O-])O.[Na+].COC>O1CCCC1>[CH3:1][O:2][C:3]1([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:12][CH2:11][C:6](=[O:7])[CH2:5][CH2:4]1

参加物

5

反応物 3

HCID 8254Dimethyl EtherHCID 516892Sodium BicarbonateHCID 224929828-Methoxy-8-phenyl-1,4-dioxaspiro[4.5]decane

生成物 1

HCID 224929924-Methoxy-4-phenylcyclohexanone収率 73.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 8-methoxy-8-phenyl-1,4-dioxaspiro[4.5]decane (5.96 g) and 3N-hydrrochloric acid (24 ml) in tetrahydrofuran was stirred at room temperature for 24 hours. The reaction mixture was added to a mixture of sodium hydrogen carbonate solution and dimethyl ether. The organic layer was washed with sodium hydrogen carbonate solution and dried over magnesium sulfate. The magnesium sulfate was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel chromatography (1:0-150:1 dichloromethane-methanol elution) to give 4-methoxy-4-phenylcyclohexanone (3.6 g).

後処理

  1. washThe organic layer was washed with sodium hydrogen carbonate solution
  2. dry with materialdried over magnesium sulfate
  3. filtrationThe magnesium sulfate was filtered off
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe residue was purified by silica gel chromatography (1:0-150:1 dichloromethane-methanol elution)

出典と根拠

ORDレコード
ord-7ee3d31164234e8698c29714a813150d
出典データセット
uspto-grants-2005_04
特許番号
US06884774B2

反応ノート

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