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Sodium ethoxide → Diethyl acetamide 2-(4-octanoyl phenyl)ethyl malonate

HRID 1595067
ノート
印刷プレビュー

反応式

HRID 1595067 の反応式
C1(C)C=CC(S([O:10][CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([C:19](=[O:27])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])=[CH:15][CH:14]=2)(=O)=O)=CC=1.[C:29](O)(=[O:34])[CH2:30][C:31]([OH:33])=[O:32].[CH2:36]([CH:38]([CH2:42][CH3:43])[C:39]([NH2:41])=[O:40])[CH3:37].CC[O-].[Na+]>C(O)C>[CH2:36]([CH:38]([CH2:42][CH3:43])[C:39]([NH2:41])=[O:40])[CH3:37].[C:29]([O:10][CH2:11][CH2:12][C:13]1[CH:14]=[CH:15][C:16]([C:19](=[O:27])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])=[CH:17][CH:18]=1)(=[O:34])[CH2:30][C:31]([O-:33])=[O:32]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 2723922Sodium ethoxideHCID 110477072-(4-Octanoyl phenyl)ethyl p-toluene sulfonateHCID 22466969Diethyl acetamide malonate

生成物 1

HCID 86757349Diethyl acetamide 2-(4-octanoyl phenyl)ethyl malonate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
60 °C

実験手順

2-(4-Octanoyl phenyl)ethyl p-toluene sulfonate prepared in the step D-1 (500 mg), diethyl acetamide malonate (810 mg) and sodium ethylate (313 mg) were dissolved in anhydrous ethanol (1.5 ml)—anhydrous N,N-dimethylformamide (6 ml) to obtain a solution. The solution was stirred under atmosphere of nitrogen at 60° C. overnight. The reaction solution was poured into ice water, extracted with ether, and washed with saturated saline solution. The extracted solution was dried over anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography using hexane-ethyl acetate (1:0→3:1) as an eluate to obtain diethyl acetamide-2-(4-octanoyl phenyl)ethyl malonate (417 mg) in the form of colorless crystal.

後処理

  1. customto obtain a solution
  2. extractionextracted with ether
  3. washwashed with saturated saline solution
  4. dry with materialThe extracted solution was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-db37e0d601534b61a0ee22c4ffd2be56
出典データセット
uspto-grants-2001_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06284915B1

反応ノート

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