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Pyridine → 2-Propenoic acid, 2-(benzoyloxy)-, ethyl ester

HRID 1766430
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HRID 1766430 반응식
[C:1]([O:6][CH2:7][CH3:8])(=[O:5])[C:2]([CH3:4])=[O:3].N1C=CC=CC=1.[C:15](Cl)(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(=O)([O-])O.[Na+]>C(OCC)C>[C:15]([O:3][C:2](=[CH2:4])[C:1]([O:6][CH2:7][CH3:8])=[O:5])(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 1049PyridineHCID 7412Benzoyl chlorideHCID 12041Ethyl pyruvate2회HCID 516892Sodium Bicarbonate

생성물 1

HCID 117907062-Propenoic acid, 2-(benzoyloxy)-, ethyl ester수율 54.5%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

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온도
0 °C

실험 절차

While ethyl pyruvate (174 g, 1.5 mol) was being stirred at 0° C., pyridine (120 g, 1.5 mol) was dropped into the ethyl pyruvate. After it was stirred at 0° C. for 10 minutes, benzoyl chloride (210 g, 1.5 mol) was slowly dropped into this mixture. After the temperature of the reaction solution reached room temperature, the reaction solution was stirred for 48 hours. An aqueous solution of saturated sodium hydrogencarbonate and diethyl ether were added to the reaction solution, and an organic layer was separated by use of a separating funnel. Diethyl ether was again added to the aqueous layer and an organic compound was extracted. The obtained organic layer was then mixed with the organic compound, and sodium sulfate was added for dehydration. Thereafter, the sodium sulfate was removed by filtration and the solvent was removed by use of an evaporator under a reduced pressure. The concentrate was distilled under a reduced pressure (1 mmHg, 92 to 102° C.) to give ethyl α-benzoyloxyacrylate (180 g, yield: 54%).

후처리

  1. customreached room temperature
  2. stirringthe reaction solution was stirred for 48 hours
  3. customan organic layer was separated by use of a separating funnel
  4. additionDiethyl ether was again added to the aqueous layer
  5. extractionan organic compound was extracted
  6. additionThe obtained organic layer was then mixed with the organic compound, and sodium sulfate
  7. additionwas added for dehydration
  8. customThereafter, the sodium sulfate was removed by filtration
  9. customthe solvent was removed by use of an evaporator under a reduced pressure
  10. distillationThe concentrate was distilled under a reduced pressure (1 mmHg, 92 to 102° C.)

출처 및 근거

ORD 기록
ord-e0c0c0550e5a4ec3810c517f09b0655e
출처 데이터셋
uspto-grants-2007_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07230062B2

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