Hydrazine hydrate (1:1) → ethyl 2-(3,5-dimethyl-1H-pyrazol-4-yl)acetate

HRID 386342

反応式

HRID 386342 の反応式
[C:1]([CH:4]([C:11](=O)[CH3:12])[CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])(=O)[CH3:2].O.[NH2:15][NH2:16]>C(O)C>[CH3:2][C:1]1[C:4]([CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])=[C:11]([CH3:12])[NH:16][N:15]=1

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 87820Ethyl 3-acetyl-4-oxopentanoate

生成物 1

HCID 16394806ethyl 2-(3,5-dimethyl-1H-pyrazol-4-yl)acetate収率 72%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

To a solution of ethyl 3-acetyl-4-oxopentanoate (synthesized as described D. P. Shrout and D. A. Lightner, Synth. Commun. 20 (1990), 2075) (9.676 g, 51.96 mmol) in ethanol, at 0° C., was added slowly a solution of hydrazine hydrate (2.990 g, 59.75 g) in absolute ethanol. The reaction mixture was warmed to room temperature and stirred for 2 hours. After removing ethanol under vacuum, dichloromethane and water were added to the crude product and the organic layer was separated. The aqueous layer was extracted further with dichloromethane and the combined organic extracts were washed with water. After drying over MgSO4 and evaporation of the solvent under reduced pressure, the pyrazole was isolated as a yellow oil. Yield: 72% (6.777 g, 37.2 mmol).

後処理

  1. customAfter removing ethanol under vacuum, dichloromethane and water
  2. additionwere added to the crude product
  3. customthe organic layer was separated
  4. extractionThe aqueous layer was extracted further with dichloromethane
  5. washthe combined organic extracts were washed with water
  6. dry with materialAfter drying over MgSO4 and evaporation of the solvent under reduced pressure

出典と根拠

ORDレコード
ord-9c886412d52e4145be71feddcd8fb175
出典データセット
uspto-grants-2013_02
特許番号
US08372379B2

関連ノート

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