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Sodium Acetate → 6-(2-Fluorobenzyl)-3-pyridazinol

HRID 1419497
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HRID 1419497 반응식
[F:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[CH2:4][C:5]1[N:10]=[N:9][C:8](Cl)=[CH:7][CH:6]=1.C([O-])(=[O:18])C.[Na+]>C(O)(=O)C.O>[F:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[CH2:4][C:5]1[CH:6]=[CH:7][C:8](=[O:18])[NH:9][N:10]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 517045Sodium AcetateHCID 64045713-Chloro-6-(2-fluorobenzyl)pyridazine

생성물 1

HCID 14805366-(2-Fluorobenzyl)-3-pyridazinol수율 65.6%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

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온도
110 °C

실험 절차

6-(2-Fluorobenzyl)-3-chloropyridazine (2.5 g, 11.2 mmol) [prepared as described above] was dissolved in acetic acid (15 ml). Sodium acetate (3.37 g, 24.8 mmol) was added and the reaction mixture was heated at 110° C. under a nitrogen atmosphere. After 1.5 h the reaction mixture was diluted with water and the product was extracted into ethyl acetate. The organic extracts were washed with water, aqueous NaHCO3 and brine, and dried over MgSO4. The solvent was removed in vacuo and the crude product was chromatographed on a silica gel column (50% ethyl acetate in hexanes) to give 6-(2-fluorobenzyl)-2H-pyridazin-3-one (1.5 g, 55% yield) as a yellow solid.

후처리

  1. extractionthe product was extracted into ethyl acetate
  2. washThe organic extracts were washed with water, aqueous NaHCO3 and brine
  3. dry with materialdried over MgSO4
  4. customThe solvent was removed in vacuo
  5. customthe crude product was chromatographed on a silica gel column (50% ethyl acetate in hexanes)

출처 및 근거

ORD 기록
ord-f854fbd3e1254b6bb87ecf2f3311a003
출처 데이터셋
uspto-grants-1999_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05886178

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