Butyric acid, 4-(diethylamino)- → ethyl 6-(N,N-diethylamino)-3-oxohexanoate

HRID 266129ノート

反応式

HRID 266129 の反応式
[CH2:1]([N:3]([CH2:6][CH2:7][CH2:8][C:9]([OH:11])=O)[CH2:4][CH3:5])[CH3:2].[Mg+].[C:13]([O:19][CH2:20][CH3:21])(=[O:18])[CH2:14]C([O-])=O>O1CCCC1>[CH2:4]([N:3]([CH2:6][CH2:7][CH2:8][C:9](=[O:11])[CH2:14][C:13]([O:19][CH2:20][CH3:21])=[O:18])[CH2:1][CH3:2])[CH3:5]

参加物

4

反応物 2

HCID 44844Butyric acid, 4-(diethylamino)-HCID 178472271HCID 178472271、化合物

生成物 1

HCID 19032338ethyl 6-(N,N-diethylamino)-3-oxohexanoate収率 53%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

N,N'-Carbonyldiimidazole (11.2 g) was added to a suspension of 4-(N,N-diethylamino)butanoic acid (10.0 g) in tetrahydrofuran (400 ml), and the mixture was stirred at room temperature for 6 hours. Then monoethyl malonate magnesium salt (Mg(OCOCH2COOC2H5)2)(19.8 g) was added, and the mixture was stirred at room temperature for 14 hours. The reaction mixture was concentrated under reduced pressure, and the residue was dissolved in chloroform. The chloroform layer was washed with water and dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was subjected to column chromatography on silica gel. The fractions eluted with chloroform-methanol (5:1, v/v) gave ethyl 6-(N,N-diethylamino)-3-oxohexanoate (7.6 g, 53%).

後処理

  1. stirringthe mixture was stirred at room temperature for 14 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. dissolutionthe residue was dissolved in chloroform
  4. washThe chloroform layer was washed with water
  5. dry with materialdried over magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure
  7. washThe fractions eluted with chloroform-methanol (5:1

出典と根拠

ORDレコード
ord-1aa01b3a962a409bae844d5545a2ce98
出典データセット
uspto-grants-1997_07
特許番号
US05650410

反応ノート

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