2-[1-Methyl-2-methylidene-3-(prop-1-en-2-yl)cyclopentane-1-carbonyl]cyclopentan-1-one → HCID 20454258, 화합물

HRID 1461959노트

반응식

HRID 1461959 반응식
[CH3:1][C:2]1([C:11]([CH:13]2[CH2:17][CH2:16][CH2:15][C:14]2=[O:18])=[O:12])[CH2:6][CH2:5][CH:4]([C:7]([CH3:9])=[CH2:8])[C:3]1=[CH2:10]>[Pd]>[CH3:1][C:2]1([C:11]([CH:13]2[CH2:17][CH2:16][CH2:15][C:14]2=[O:18])=[O:12])[CH2:6][CH2:5][CH:4]([CH:7]([CH3:8])[CH3:9])[CH:3]1[CH3:10]

참가 물질

3

반응물 1

HCID 30200112-[1-Methyl-2-methylidene-3-(prop-1-en-2-yl)cyclopentane-1-carbonyl]cyclopentan-1-one

생성물 1

HCID 20454258HCID 20454258, 화합물수율 17.4%

시약·촉매·용매 1

HCID 23938Palladium촉매

실험 절차

9.6 g of 2-[1-methyl-2-methylene-3-(prop-1-en-2-yl)-cyclopentylcarbonyl]-cyclopentanone are treated in 100 ml of absolute alcohol with 1 g of 5% palladium-on-carbon and the mixture is hydrogenated at normal pressure. After completion of the hydrogen uptake (8 hours), the mixture is filtered, the filtrate is concentrated and the residue is chromatographed on a hundred-fold amount of silica gel with toluene/ethyl acetate (1:2). There are obtained 1.7 g of 2-(1,2-dimethyl-3-isopropyl-cyclopentylcarbonyl)-cyclopentanone, which are contaminated with a small amount (<5%) of 2-(1,2-dimethyl-3-isopropyl-cyclopent-2-en-1-yl-carbonyl)-cyclopentanone or 2-(1,2-dimethyl-3-isopropylidenecyclopentyl carbonyl)-cyclopentanone.

후처리

  1. filtrationAfter completion of the hydrogen uptake (8 hours), the mixture is filtered
  2. concentrationthe filtrate is concentrated
  3. customthe residue is chromatographed on a hundred-fold amount of silica gel with toluene/ethyl acetate (1:2)

출처 및 근거

ORD 기록
ord-5c01f156bce94b3f85b9c16279e09218
출처 데이터셋
uspto-grants-1984_07
특허 번호
US04457862

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