Pentenone → ethyl 4,5-dihydro-3,5-dimethyl-1H-pyrazole-1-acetate

HRID 1916445

反応式

HRID 1916445 の反応式
Cl.[NH:2]([CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])[NH2:3].[CH3:10][C:11](=O)[CH:12]=[CH:13][CH3:14].C(=O)(O)[O-].[Na+]>C(O)C>[CH3:10][C:11]1[CH2:12][CH:13]([CH3:14])[N:2]([CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])[N:3]=1

参加物

5

反応物 3

HCID 12248PentenoneHCID 516892Sodium BicarbonateHCID 11593468Acetic acid, 2-hydrazinyl-, ethyl ester, hydrochloride (1:1)

生成物 1

HCID 67378927ethyl 4,5-dihydro-3,5-dimethyl-1H-pyrazole-1-acetate収率 14.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of ethyl hydrazinoacetate hydrochloride (1.55 g, 10 mmol), 3-pentene-2-one (0.95 mL, 10 mmol) and sodium bicarbonate (1.00 g, 11.9 mmol) in ethanol (10 mL) was stirred at room temperature overnight. The reaction mixture was then filtered and concentrated under reduced pressure. The resulting oil was purified by medium pressure liquid chromatography on silica gel (0 to 100% gradient of ethyl acetate in hexanes as eluant) to provide the title compound as a yellow oil (0.26 g).

後処理

  1. filtrationThe reaction mixture was then filtered
  2. concentrationconcentrated under reduced pressure
  3. customThe resulting oil was purified by medium pressure liquid chromatography on silica gel (0 to 100% gradient of ethyl acetate in hexanes as eluant)

出典と根拠

ORDレコード
ord-cef1dd2f91c74bdc98647778372a4bf9
出典データセット
uspto-grants-2013_12
特許番号
US08618137B2

関連ノート

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