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Acetone → 1,3-Dioxane-4,6-dione, 2,2-dimethyl-5-(2-propenyl)-

HRID 552035
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HRID 552035 반응식
[CH3:1][C:2]1([CH3:11])[O:7][C:6](=[O:8])[CH:5]([CH3:9])[C:4](=[O:10])[O:3]1.[CH2:12](Br)[CH:13]=C.C(=O)([O-])[O-].[K+].[K+].CC(C)=O>C(OCC)C>[CH3:11][C:2]1([CH3:1])[O:3][C:4](=[O:10])[CH:5]([CH2:9][CH:12]=[CH2:13])[C:6](=[O:8])[O:7]1
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참가 물질

6

반응물 4

HCID 180AcetoneHCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 772992,2,5-Trimethyl-1,3-dioxane-4,6-dione

생성물 1

HCID 112291701,3-Dioxane-4,6-dione, 2,2-dimethyl-5-(2-propenyl)-수율 94.5%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To a 500 mL 3-necked round bottomed flask equipped with a stir bar, thermowell and a condenser connected to a nitrogen line was added 10.0 g (0.0632 mole) of 2,2,5-trimethyl-1,3-dioxane-4,6-dione, 7.7 g (0.0632 mol) of allyl bromide, 21 g (0.152 mol) of potassium carbonate and 200 mL of acetone. The mixture was refluxed with stirring overnight at which time it was allowed to cool, diluted with 200 mL of ethyl ether and filtered through a bed of Celite/activated charcoal. The filtrate was washed with water and brine and dried overnight over anhydrous sodium sulfate. The suspension was filtered and the filtrate evaporated on a rotary evaporator to yield 11 g of 2,2-dimethyl-5-allyl-1,3-dioxane-4,6-dione compound as shown in Formula (IV)) as a clear, colorless oil.

후처리

  1. customTo a 500 mL 3-necked round bottomed flask equipped with a stir bar
  2. customthermowell and a condenser connected to a nitrogen line
  3. temperatureThe mixture was refluxed
  4. temperatureto cool
  5. filtrationfiltered through a bed of Celite/activated charcoal
  6. washThe filtrate was washed with water and brine
  7. dry with materialdried overnight over anhydrous sodium sulfate
  8. filtrationThe suspension was filtered
  9. customthe filtrate evaporated on a rotary evaporator

출처 및 근거

ORD 기록
ord-d0504deea8c14d0a9b0584d9eae53de1
출처 데이터셋
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07951525B2

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