2-Naphthalenecarboxaldehyde → Ethyl 2-methyl-3-beta-naphthyl-acrylate

HRID 1761851

反応式

HRID 1761851 の反応式
[C:1]([CH:8]([CH3:14])[C:9]([O:11][CH2:12][CH3:13])=[O:10])([C:3](OCC)=O)=O.[H-].[Na+].[H][H].[CH:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]=[CH:21]C=1C=O>C1(C)C(C)=CC=CC=1.O>[CH3:14][C:8](=[CH:1][C:3]1[CH:21]=[CH:22][C:23]2[C:28](=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:19]=1)[C:9]([O:11][CH2:12][CH3:13])=[O:10]

参加物

7

反応物 4

HCID 62012-NaphthalenecarboxaldehydeHCID 24758Sodium hydrideHCID 97750Butanedioic acid, 2-methyl-3-oxo-, 1,4-diethyl esterHCID 178418361HCID 178418361、化合物

生成物 1

HCID 54219653Ethyl 2-methyl-3-beta-naphthyl-acrylate収率 45.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 7237O-Xylene溶媒2 回

実験手順

40 g (0.2 mol) of ethyl α-ethoxalylpropionate are added to a suspension of 5.5 g (0.2 mol) of 80% strength sodium hydride in 300 ml of absolute xylene at 70° C. When the evolution of hydrogen has ended, 31.2 g (0.2 mol) of β-naphthaldehyde, dissolved in xylene, are added dropwise, and when the addition has ended the mixture is heated at the boiling point for 90 minutes. 150 ml of water are added to the cooled reaction mixture and the organic phase is separated off, washed with 7% strength sodium carbonate solution, dried over sodium sulphate and concentrated. The residue is distilled in vacuo. 21.7 g (45.2% of theory) of ethyl 2-methyl-3-β-naphthyl-acrylate of boiling point 110° C./0.13 mbar are obtained.

後処理

  1. additionare added dropwise
  2. additionwhen the addition
  3. temperatureis heated at the boiling point for 90 minutes
  4. customthe organic phase is separated off
  5. washwashed with 7% strength sodium carbonate solution
  6. dry with materialdried over sodium sulphate
  7. concentrationconcentrated
  8. distillationThe residue is distilled in vacuo

出典と根拠

ORDレコード
ord-0c9096043ec04b518637325bc83c8365
出典データセット
uspto-grants-1989_05
特許番号
US04829063

関連ノート

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