Acetylacetone → 5-bromo-2-(3,5-dimethyl-1H-pyrazol-1-yl)phenol

HRID 337355노트

반응식

HRID 337355 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH:9][NH2:10])=[C:6]([OH:8])[CH:7]=1.C[C:12]1[CH:17]=[CH:16]C(S([O-])(=O)=O)=[CH:14][CH:13]=1.C(CC(=O)C)(=O)C>C(O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N:9]2[C:17]([CH3:16])=[CH:12][C:13]([CH3:14])=[N:10]2)=[C:6]([OH:8])[CH:7]=1

참가 물질

4

반응물 2

HCID 31261AcetylacetoneHCID 1317320185-Bromo-2-hydrazinylphenol;4-methylbenzenesulfonate

생성물 1

HCID 601440505-bromo-2-(3,5-dimethyl-1H-pyrazol-1-yl)phenol수율 101.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

5-bromo-2-hydrazinylphenol 4-methylbenzenesulfonate (0.9 g) and acetylacetone (0.8 g) were added to ethanol (25 mL) refluxed for 1 h. Then the reaction mixture was cooled to room temperature and the solvent was evaporated under reduced pressure. The residue was dissolved in ethyl acetate (50 mL) and washed with saturated sodium bicarbonate solution (20 mL×2). The organic layer was dried over anhydrous Na2SO4, and concentrated under reduced pressure. The resulting residue was chromatographed over silica gel column eluted with hexane/ethyl acetate (4:1) to yield the title compound (650 mg).

후처리

  1. temperaturerefluxed for 1 h
  2. customthe solvent was evaporated under reduced pressure
  3. dissolutionThe residue was dissolved in ethyl acetate (50 mL)
  4. washwashed with saturated sodium bicarbonate solution (20 mL×2)
  5. dry with materialThe organic layer was dried over anhydrous Na2SO4
  6. concentrationconcentrated under reduced pressure
  7. customThe resulting residue was chromatographed over silica gel column
  8. washeluted with hexane/ethyl acetate (4:1)

출처 및 근거

ORD 기록
ord-1d041e77e4bc4bbc9c1e349d38beb363
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889727B2

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