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

HRID 1916445

반응식

HRID 1916445 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-cef1dd2f91c74bdc98647778372a4bf9
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08618137B2

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