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Epibromohydrin → 3-Methyl-5-[2-(2,3-epoxypropoxy)-styryl]-isoxazole

HRID 1659890
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HRID 1659890 반응식
[H-].[Na+].[CH3:3][C:4]1[CH:8]=[C:7]([CH:9]=[CH:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[OH:17])[O:6][N:5]=1.[H][H].[CH2:20]([CH:22]1[O:24][CH2:23]1)Br>CS(C)=O>[CH3:3][C:4]1[CH:8]=[C:7]([CH:9]=[CH:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[O:17][CH2:20][CH:22]2[O:24][CH2:23]2)[O:6][N:5]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 18430EpibromohydrinHCID 24758Sodium hydrideHCID 8401643-Methyl-5-(2-hydroxy-styryl)-isoxazoleHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 544956243-Methyl-5-[2-(2,3-epoxypropoxy)-styryl]-isoxazole

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매2회

실험 절차

6.44 g of 55% strength sodium hydride in paraffin oil (0.15 mole) are introduced into 200 ml of absolute dimethylsulfoxide and 30 g (0.15 mole) of 3-methyl-5-(2-hydroxy-styryl)-isoxazole, dissolved in 50 ml of dimethylsulfoxide, are added dropwise, at room temperature. When the evolution of hydrogen has ceased, 20.2 g (0.15 mole) of epibromohydrin are added dropwise and the reaction mixture is stirred for 20 hours at room temperature. It is then poured onto 1.5 liters of ice water and the solid residue is filtered off and recrystallized from isopropanol. 26.2 g (68% of theory) of colorless crystals, of melting point 99°-100° C., are obtained.

후처리

  1. additionare added dropwise, at room temperature
  2. filtrationthe solid residue is filtered off
  3. customrecrystallized from isopropanol
  4. custom26.2 g (68% of theory) of colorless crystals, of melting point 99°-100° C., are obtained

출처 및 근거

ORD 기록
ord-af3d5ea95d264301830bdf3d907ae66c
출처 데이터셋
uspto-grants-1981_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04305951

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