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Methanol → Methyl 4-[3-(3-benzyloxy-2-pyridyl)prop-2-enyl]benzoate

HRID 2395076
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HRID 2395076 반응식
[CH2:1]([O:8][C:9]1[C:10]([CH:15]=[CH:16][CH2:17][C:18]2[CH:26]=[CH:25][C:21]([C:22]([OH:24])=[O:23])=[CH:20][CH:19]=2)=[N:11][CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)(Cl)=O.[CH3:31]O>>[CH2:1]([O:8][C:9]1[C:10]([CH:15]=[CH:16][CH2:17][C:18]2[CH:19]=[CH:20][C:21]([C:22]([O:24][CH3:31])=[O:23])=[CH:25][CH:26]=2)=[N:11][CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 544494594-[3-(3-Benzyloxy-2-pyridyl)prop-2-enyl)benzoic acid

생성물 1

HCID 54508749Methyl 4-[3-(3-benzyloxy-2-pyridyl)prop-2-enyl]benzoate수율 49%

반응 조건

온도
0 °C

실험 절차

4-[3-(3-Benzyloxy-2-pyridyl)prop-2-enyl)benzoic acid (0.1 g, 0.29 mmol) was dissolved in methanol (5 ml) and cooled to 0° C. To the solution was added thionyl chloride (0.086 g, 0.73 mmol). The reaction was allowed to warm to ambient temperature and stirred at ambient temperature for 18 hours. The reaction mixture was then evaporated, the residue partitioned between ethyl acetate and water and the organic phase dried (MgSO4) and evaporated. The residue was purified by chromatography (SiO2 EtOAc/CH2Cl2) to give methyl 4-[3-(3-benzyloxy-2-pyridyl)prop-2-enyl]benzoate as an oil (0.05 g, 49%).

후처리

  1. temperatureto warm to ambient temperature
  2. customThe reaction mixture was then evaporated
  3. customthe residue partitioned between ethyl acetate and water
  4. dry with materialthe organic phase dried (MgSO4)
  5. customevaporated
  6. customThe residue was purified by chromatography (SiO2 EtOAc/CH2Cl2)

출처 및 근거

ORD 기록
ord-0999835e5f0d44ac90f78734e89367ce
출처 데이터셋
uspto-grants-1998_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05811459

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