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Ethanol → Ethyl 5-ethoxy-4,5-dihydro-1,2-oxazole-3-carboxylate

HRID 962924
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HRID 962924 반응식
[CH2:1]([O:3][CH:4]=[CH:5][C:6](=O)[C:7]([OH:9])=[O:8])[CH3:2].Cl.[NH2:12][OH:13].O.[CH2:15](O)[CH3:16]>>[CH2:1]([O:3][CH:4]1[O:13][N:12]=[C:6]([C:7]([O:9][CH2:15][CH3:16])=[O:8])[CH2:5]1)[CH3:2]
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참가 물질

5

반응물 4

HCID 702EthanolHCID 962WaterHCID 443297Hydroxyamine hydrochlorideHCID 54377377HCID 54377377, 화합물

생성물 1

HCID 14811462Ethyl 5-ethoxy-4,5-dihydro-1,2-oxazole-3-carboxylate수율 76%

실험 절차

17.22 g of 4-ethoxy-2-oxo-3-butenoic acid prepared according to the method of L. Tietze et al. (Lutz-F. Tietze, Heinrich Meier and Edgar Voss, Synthesis 1988, 274) are dissolved in 50 ml of anhydrous ethanol, and 7.34 g of hydroxylamine hydrochloride is added thereto, and the mixture is stirred at room temperature for 4 hours. The reaction mixture is added with water and extracted with methylene chloride. The organic layer is washed with water, dried, and evaporated. The resulting residue is distilled under reduced pressure to yield 14.3 g of ethyl 5-ethoxyisoxazoline-3carboxylate. (yield 76%)

후처리

  1. customTietze et al. (Lutz-F. Tietze, Heinrich Meier and Edgar Voss, Synthesis 1988, 274)
  2. extractionextracted with methylene chloride
  3. washThe organic layer is washed with water
  4. customdried
  5. customevaporated
  6. distillationThe resulting residue is distilled under reduced pressure

출처 및 근거

ORD 기록
ord-350bf05947a1475191c1e6e7416faf16
출처 데이터셋
uspto-grants-1998_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05760244

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