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

HRID 2408303노트

반응식

HRID 2408303 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 6344Dichloromethane용매

반응 조건

온도
75 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7f77b13daea14f93a6ad92889e9eb7d9
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08815802B2

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