Chloroacetone → 1-(1-Phenyl-1H-pyrazol-5-yl)ethan-1-one

HRID 1747786ノート

反応式

HRID 1747786 の反応式
[C:1]1([NH:7][N:8]=[CH:9][CH:10]=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].Cl[CH2:19][C:20](=[O:22])[CH3:21]>O1CCOCC1>[C:1]1([N:7]2[C:19]([C:20](=[O:22])[CH3:21])=[CH:10][CH:9]=[N:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

5

反応物 3

HCID 6571ChloroacetoneHCID 11430Potassium CarbonateHCID 2774401(2-Phenylhydrazinylidene)acetaldehyde

生成物 1

HCID 534219791-(1-Phenyl-1H-pyrazol-5-yl)ethan-1-one収率 34.7%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

To a mixture of 2-(phenylhydrazono)ethanal (3.10 g) (Journal of Chemical Society, Perkin Trans. 1, 1981, 503-513.), potassium carbonate (4.40 g) and dioxane (20.0 mL) was added 1-chloropropan-2-one (2.10 g) at room temperature, and the mixture was heated under reflux for 5 hr. The reaction mixture was concentrated under reduced pressure and extracted with dichloromethane. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (dichloromethane/methanol) to give the title compound (1.35 g).

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 5 hr
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. extractionextracted with dichloromethane
  5. washThe extract was washed with saturated brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. customthe solvent was evaporated under reduced pressure
  8. customThe residue was purified by silica gel column chromatography (dichloromethane/methanol)

出典と根拠

ORDレコード
ord-d83585c5f239434aa1cf5791c6808610
出典データセット
uspto-grants-2015_10
特許番号
US09150588B2

反応ノート

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