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

HRID 1595069
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인쇄 미리보기

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HRID 1595069 반응식
BrCC[CH:4]([CH2:15][CH2:16][CH2:17][CH3:18])[CH2:5][CH2:6][C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:8].[CH3:19][CH2:20][O-].[Na+].[C:23]([OH:29])(=[O:28])[CH2:24][C:25]([OH:27])=[O:26].[CH2:30]([CH:32]([CH2:36][CH3:37])[C:33]([NH2:35])=[O:34])[CH3:31]>C(O)C.CN(C)C=O>[CH2:30]([CH:32]([CH2:36][CH3:37])[C:33]([NH2:35])=[O:34])[CH3:31].[C:23]([O:29][CH2:19][CH2:20][C:12]1[CH:11]=[CH:10][C:9]([C:7](=[O:8])[CH2:6][CH2:5][CH2:4][CH2:15][CH2:16][CH2:17][CH3:18])=[CH:14][CH:13]=1)(=[O:28])[CH2:24][C:25]([O-:27])=[O:26]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 2723922Sodium ethoxide2회HCID 217075234-(2-Bromoethyl)octanophenoneHCID 22466969Diethyl acetamide malonate

생성물 1

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

시약·촉매·용매 2

HCID 702Ethanol용매HCID 6228Dimethylformamide
용매

반응 조건

온도
60 °C

실험 절차

The fraction which contains 4-(2-bromoethyl)octanophenone prepared in the step N (500 mg) was dissolved in anhydrous ethanol (2 ml) to obtain a solution. Sodium ethylate (164 mg) was added to the solution. The mixture was stirred under atmosphere of nitrogen at 60° C. for 1 hour. The suspension was dissolved in N,N-dimethylformamide (10 ml) to obtain a solution. Diethyl acetamide malonate (1050 mg) and sodium ethylate (245 mg) were added to the solution, and 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 (1:0e3:1) as an eluate to obtain diethyl acetamide-2-(4-octanoyl phenyl)ethyl malonate (477 mg) in the form of colorless crystal.

후처리

  1. customprepared in the step N (500 mg)
  2. customto obtain a solution
  3. customto obtain a solution
  4. stirringthe solution was stirred under atmosphere of nitrogen at 60° C. overnight
  5. extractionextracted with ether
  6. washwashed with saturated saline solution
  7. dry with materialThe extracted solution was dried over anhydrous magnesium sulfate
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-355534a247e14e3b8226fd574da83dd5
출처 데이터셋
uspto-grants-2001_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06284915B1

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