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Triethylamine → N-{2-[(2-methylacryloyl)amino]ethyl}-3-oxobutanamide

HRID 1903855
ノート
印刷プレビュー

反応式

HRID 1903855 の反応式
Br.[NH2:2][CH2:3][CH2:4][NH:5][C:6](=[O:11])[CH2:7][C:8]([CH3:10])=[O:9].C(N(CC)CC)C.[C:19](Cl)(=[O:23])[C:20]([CH3:22])=[CH2:21]>CN(C)C=O>[C:6]([NH:5][CH2:4][CH2:3][NH:2][C:19](=[O:23])[C:20]([CH3:22])=[CH2:21])(=[O:11])[CH2:7][C:8]([CH3:10])=[O:9]
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 8471TriethylamineHCID 13528Methacryloyl chlorideHCID 20467079N-(2-aminoethyl)acetoacetamide hydrobromide

生成物 1

HCID 21863290N-{2-[(2-methylacryloyl)amino]ethyl}-3-oxobutanamide収率 25%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
20 °C

実験手順

Crude N-(2-aminoethyl)acetoacetamide hydrobromide (50 g, 0.18 mole) was dissolved in N,N-dimethylformamide (500 ml). Triethylamine (78 g, 0.4 mole) and methacryloyl chloride (19 g, 0.18 mole) were added simultaneously at 0° C. The reaction solution was then stirred at 0° C. for 1 hour and at 20° C. for 20 hours. The resulting solution was filtered, the solvent removed, and the residue dissolved in chloroform (500 ml). The solution was then washed with 10% hydrochloric acid (200 ml), then water (200 ml) and dried over anhydrous magnesium sulfate. The solvent was then removed. The residue was recrystallized from ethanol/ether (1:1). The resulting compound had a m.p. of 86°-90° C. The yield was 25%.

後処理

  1. filtrationThe resulting solution was filtered
  2. customthe solvent removed
  3. dissolutionthe residue dissolved in chloroform (500 ml)
  4. washThe solution was then washed with 10% hydrochloric acid (200 ml)
  5. dry with materialwater (200 ml) and dried over anhydrous magnesium sulfate
  6. customThe solvent was then removed
  7. customThe residue was recrystallized from ethanol/ether (1:1)

出典と根拠

ORDレコード
ord-88237471c59849b88cc1b4bbffe263be
出典データセット
uspto-grants-1984_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04438278

反応ノート

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