Potassium Carbonate → 3-(3-Phenyl-propyl)-pentane-2,4-dione

HRID 1064545

反応式

HRID 1064545 の反応式
[CH3:1][C:2](=[O:7])[CH2:3][C:4](=[O:6])[CH3:5].[C:8]1([CH2:14][CH2:15][CH2:16]I)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[C:8]1([CH2:14][CH2:15][CH2:16][CH:3]([C:2](=[O:7])[CH3:1])[C:4](=[O:6])[CH3:5])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 31261AcetylacetoneHCID 138121Benzene, (3-iodopropyl)-

生成物 1

HCID 221748543-(3-Phenyl-propyl)-pentane-2,4-dione収率 42%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A mixture of pentane-2,4-dione (3.87 g, 38.6 mmol), 3-phenyl-1-iodopropane (3.18 g, 12.9 mmol) and anhydrous potassium carbonate (1.7 g, 12.3 mmol) in acetone (7.5 mL) was heated to reflux for 24 hours. The room temperature reaction mixture was filtered, and the filter cake washed with acetone (25 mL×3). The combined filtrates were concentrated, and the residue was partitioned between ethyl acetate and water. The organic layer was washed with water and brine, dried (magnesium sulfate), and concentrated to an oil. Flash chromatography over silica (ethyl acetate/hexanes) afforded 1.13 g (42%) of a colorless oil. The proton spectrum in deuterochloroform showed the product exists as a mixture of keto and enol tautomers.

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 24 hours
  3. customThe room temperature reaction mixture
  4. filtrationwas filtered
  5. washthe filter cake washed with acetone (25 mL×3)
  6. concentrationThe combined filtrates were concentrated
  7. customthe residue was partitioned between ethyl acetate and water
  8. washThe organic layer was washed with water and brine
  9. dry with materialdried (magnesium sulfate)
  10. concentrationconcentrated to an oil

出典と根拠

ORDレコード
ord-dd30148b0ff0469da9d627da54295a21
出典データセット
uspto-grants-2005_11
特許番号
US06969728B2

関連ノート

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