Methyl iodide → 2,2,5,5-Tetramethyl-1,3-dioxane-4,6-dione

HRID 2408303ノート

反応式

HRID 2408303 の反応式
[CH3:1][C:2]1([CH3:10])[O:9][C:7](=[O:8])[CH2:6][C:4](=O)O1.[C:11](=[O:14])([O-:13])[O-].[K+].[K+].[CH3:17]I>C(#N)C.ClCCl>[CH3:10][C:2]1([CH3:1])[O:13][C:11](=[O:14])[C:6]([CH3:17])([CH3:4])[C:7](=[O:8])[O:9]1

参加物

6

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 162492,2-Dimethyl-1,3-dioxane-4,6-dione

生成物 1

HCID 3808172,2,5,5-Tetramethyl-1,3-dioxane-4,6-dione

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
75 °C

実験手順

A mixture of Meldrum's acid (5.52 g, 38.3 mmol), potassium carbonate (26.5 g, 191 mmol) and methyl iodide (7.15 mL, 115 mmol) in acetonitrile (75 mL) was heated at 75° C. in a sealed tube for 7 hrs. The mixture was cooled to room temperature, diluted with dichloromethane (300 mL), filtered and the filtrate evaporated to dryness in vacuo. Ethyl acetate (75 mL), hexanes (75 mL) and water (50 mL) were added and phases were separated. The organic layer was washed with 10% aqueous solution of sodium thiosulfate (50 mL) and water (50 mL); dried over anhydrous magnesium sulfate and solvent removed in vacuo to give 2,2,5,5-tetramethyl-[1,3]dioxane-4,6-dione as white solid.

後処理

  1. temperatureThe mixture was cooled to room temperature
  2. filtrationfiltered
  3. customthe filtrate evaporated to dryness in vacuo
  4. additionEthyl acetate (75 mL), hexanes (75 mL) and water (50 mL) were added
  5. customphases were separated
  6. washThe organic layer was washed with 10% aqueous solution of sodium thiosulfate (50 mL) and water (50 mL)
  7. dry with materialdried over anhydrous magnesium sulfate and solvent
  8. customremoved in vacuo

出典と根拠

ORDレコード
ord-7f77b13daea14f93a6ad92889e9eb7d9
出典データセット
uspto-grants-2014_08
特許番号
US08815802B2

反応ノート

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