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

HRID 1761851노트

반응식

HRID 1761851 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 54219653Ethyl 2-methyl-3-beta-naphthyl-acrylate수율 45.2%

시약·촉매·용매 2

HCID 962Water용매HCID 7237O-Xylene용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-0c9096043ec04b518637325bc83c8365
출처 데이터셋
uspto-grants-1989_05
특허 번호
US04829063

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