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

HRID 1461959ノート

反応式

HRID 1461959 の反応式
[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]

参加物

3

反応物 1

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

生成物 1

HCID 20454258HCID 20454258、化合物収率 17.4%

試薬・触媒・溶媒 1

HCID 23938Palladium触媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-5c01f156bce94b3f85b9c16279e09218
出典データセット
uspto-grants-1984_07
特許番号
US04457862

反応ノート

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